267:
26:
393:
776:
Comparison of
Phenolic Acids and Flavan-3-ols During Wine Fermentation of Grapes with Different Harvest Times. Rong-Rong Tian, Qiu-Hong Pan, Ji-Cheng Zhan, Jing-Ming Li, Si-Bao Wan, Qing-Hua Zhang and Wei-Dong Huang, Molecules, 2009, 14, pages 827-838,
887:
Antioxidant canolol production from a renewable feedstock via an engineered decarboxylase. Krista L. Morley, Stephan Grosse, Hannes
Leischa and Peter C. K. Lau, Green Chem., 2013,n15, pages 3312-3317,
1539:
1051:
506:
693:
Bunzel M, Ralph J, Kim H, Lu F, Ralph SA, Marita JM, Hatfield RD, Steinhart H (2003). "Sinapate dehydrodimers and sinapate-ferulate heterodimers in cereal dietary fibre".
1192:
1187:
1499:
1463:
1519:
1495:
1237:
1161:
1250:
496:
518:
1559:
1515:
1374:
1370:
1366:
1362:
406:
1459:
1440:
1445:
502:
1420:
1416:
1412:
1408:
1404:
1400:
1396:
1392:
1387:
1383:
1379:
1584:
1450:
1435:
1425:
922:
831:"Determination of Phenolic Compounds and Bioactive Potential of Plum (Prunus salicina) Peel Extract Obtained by Ultrasound-Assisted Extraction"
1430:
316:
1615:
443:. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb
437:
650:
Beavis RC, Chait BT (1989). "Cinnamic acid derivatives as matrices for ultraviolet laser desorption mass spectrometry of proteins".
454:(three different structures) in cereal cell walls and therefore may have a similar influence on cell-wall structure to that of the
108:
1620:
428:, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. F. Sinapine.), is a small naturally occurring
401:
915:
281:
794:
Gávez MC, Barroso CG, Péez-Bustamante JA (1994). "Analysis of polyphenolic compounds of different vinegar samples".
413:
492:
1046:
908:
1332:
224:
607:
Beavis RC, Chait BT (1989). "Matrix-assisted laser-desorption mass spectrometry using 355 nm radiation".
245:
148:
1030:
1025:
1020:
730:"Metabolism of Sinapine in Mustard Plants. I. Degradation of Sinapine into Sinapic Acid & Choline"
1242:
262:
546:
1507:
1298:
1000:
1075:
168:
932:
659:
616:
429:
233:
38:
290:
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
8:
1171:
300:
InChI=1/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
84:
74:
663:
620:
266:
128:
1317:
865:
830:
811:
754:
729:
25:
1511:
870:
852:
759:
710:
675:
632:
440:
815:
1212:
1155:
888:
860:
842:
803:
778:
749:
741:
702:
667:
624:
339:
213:
1535:
1491:
1338:
1327:
1080:
987:
979:
971:
900:
571:
536:. It is produced by decarboxylation of sinapic acid during canola seed roasting.
455:
433:
1322:
566:
551:
384:
782:
1609:
1594:
1589:
1293:
1288:
1282:
1277:
1268:
1204:
1014:
953:
856:
576:
561:
372:
1455:
1357:
1070:
1008:
874:
847:
763:
714:
671:
628:
451:
679:
636:
1147:
745:
464:
is an alkaloidal amine found in black mustard seeds. It is considered a
377:
203 to 205 °C (397 to 401 °F; 476 to 478 K) (decomposes)
188:
1575:
1106:
1101:
892:
807:
533:
362:
159:
706:
447:
radiation and to also donate protons (H) to the analyte of interest.
383:
Except where otherwise noted, data are given for materials in their
1181:
581:
556:
495:
is an enzyme that uses UDP-glucose and sinapate to produce UDP and
461:
179:
829:
Jawad M, Ali M, Qasim S, Akbar A, Khan NA, Sadiq MB (2022-08-02).
107:
586:
529:
514:
481:
465:
200:
510:
139:
450:
Sinapic acid can form dimers with itself (one structure) and
444:
119:
97:
250:
793:
477:
796:
47:)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
930:
828:
1607:
692:
212:
263:DTXSID201355800 DTXSID40862129, DTXSID201355800
83:
916:
503:Sinapoylglucose—malate O-sinapoyltransferase
1341:(ester with 3,4-dihydroxyphenyllactic acid)
1301:(caftaric acid conjugated with glutathione)
649:
643:
606:
923:
909:
686:
600:
265:
167:
864:
846:
753:
727:
436:family. It is a commonly used matrix in
232:
261:
187:
1608:
532:is a phenolic compound found in crude
471:
904:
293:Key: PCMORTLOPMLEFB-ONEGZZNKSA-N
147:
127:
524:
62:4-Hydroxy-3,5-dimethoxycinnamic acid
60:3,5-Dimethoxy-4-hydroxycinnamic acid
303:Key: PCMORTLOPMLEFB-ONEGZZNKBS
203:
13:
1616:O-methylated hydroxycinnamic acids
14:
1632:
391:
24:
476:Sinapinic acid can be found in
387:(at 25 °C , 100 kPa).
881:
822:
787:
770:
721:
493:Sinapate 1-glucosyltransferase
1:
1052:3,4,5-Trihydroxycinnamic acid
1047:2,4,5-Trihydroxycinnamic acid
835:BioMed Research International
593:
487:
1333:Caffeic acid phenethyl ester
1017:(2,4-dihydroxycinnamic acid)
1011:(3,4-dihydroxycinnamic acid)
324:COc1cc(cc(c1O)OC)/C=C/C(=O)O
7:
1621:Vinylogous carboxylic acids
1184:(1,5-dicaffeoylquinic acid)
652:Rapid Commun. Mass Spectrom
609:Rapid Commun. Mass Spectrom
539:
507:1-O-sinapoyl-beta-D-glucose
10:
1637:
1031:3,5-Dihydroxycinnamic acid
1026:2,5-Dihydroxycinnamic acid
1021:2,3-Dihydroxycinnamic acid
367:224.21 g/mol
1572:
1552:
1528:
1484:
1477:
1348:
1308:
1285:(dicaffeoyltartaric acid)
1267:
1230:
1201:
1193:3,5-dicaffeoylquinic acid
1188:3,4-dicaffeoylquinic acid
1144:
1133:
1126:
1119:
1094:
1060:
1039:
999:
963:Monohydroxycinnamic acids
962:
946:
939:
783:10.3390/molecules14020827
468:ester of sinapinic acid.
381:
332:
312:
277:
67:
53:
37:
32:
23:
1246:-Coumaric acid glucoside
1040:Trihydroxycinnamic acids
547:Phenolic content in wine
432:. It is a member of the
1349:Caffeoyl phenylethanoid
1219:-caffeoylshikimic acid)
1158:(3-caffeoylquinic acid)
1001:Dihydroxycinnamic acids
505:is an enzyme that uses
1299:Grape reaction product
1238:Ferulic acid glucoside
1162:Cryptochlorogenic acid
672:10.1002/rcm.1290031207
629:10.1002/rcm.1290031208
1464:2′-Acetylverbascoside
1178:-Caffeoylquinic acid)
1168:-caffeoylquinic acid)
1076:5-Hydroxyferulic acid
933:hydroxycinnamic acids
848:10.1155/2022/7787958
728:Tzagoloff A (1963).
497:1-sinapoyl-D-glucose
430:hydroxycinnamic acid
39:Preferred IUPAC name
1544:-4″-Triferulic acid
1520:8,8′-Diferulic acid
1508:8,5′-Diferulic acid
1496:5,5′-Diferulic acid
1172:Neochlorogenic acid
746:10.1104/pp.38.2.202
695:J. Agric. Food Chem
664:1989RCMS....3..432B
621:1989RCMS....3..436B
519:sinapoyl-(S)-malate
484:, and black plums.
472:Natural occurrences
20:
1560:Tetraferulic acids
1504:-4′-Diferulic acid
1318:Caffeoylmalic acid
893:10.1039/C3GC40748A
808:10.1007/BF01192948
414:Infobox references
18:
1603:
1602:
1568:
1567:
1473:
1472:
1363:Calceolarioside A
1311:with caffeic acid
1263:
1262:
1254:
1226:
1225:
1115:
1114:
1064:-methylated forms
707:10.1021/jf020910v
525:Related compounds
441:mass spectrometry
422:Chemical compound
420:
419:
246:CompTox Dashboard
109:Interactive image
1628:
1536:Triferulic acids
1482:
1481:
1478:Oligomeric forms
1252:
1213:Dactylifric acid
1156:Chlorogenic acid
1142:
1141:
1131:
1130:
1124:
1123:
965:(Coumaric acids)
944:
943:
925:
918:
911:
902:
901:
895:
885:
879:
878:
868:
850:
826:
820:
819:
791:
785:
774:
768:
767:
757:
734:Plant Physiology
725:
719:
718:
701:(5): 1427–1434.
690:
684:
683:
647:
641:
640:
604:
404:
398:
395:
394:
340:Chemical formula
270:
269:
254:
252:
236:
216:
205:
191:
171:
151:
131:
111:
87:
28:
21:
17:
1636:
1635:
1631:
1630:
1629:
1627:
1626:
1625:
1606:
1605:
1604:
1599:
1574:
1573:Conjugates with
1564:
1548:
1524:
1492:Diferulic acids
1469:
1460:Isoverbascoside
1441:Plantainoside A
1351:glycoside (CPG)
1350:
1344:
1339:Rosmarinic acid
1328:Methyl caffeate
1310:
1304:
1259:
1222:
1203:
1197:
1146:
1137:
1135:
1127:glycoside-likes
1111:
1090:
1081:Isoferulic acid
1056:
1035:
995:
964:
958:
935:
929:
899:
898:
886:
882:
827:
823:
792:
788:
775:
771:
726:
722:
691:
687:
648:
644:
605:
601:
596:
591:
572:Sinapyl alcohol
542:
527:
490:
474:
456:diferulic acids
434:phenylpropanoid
423:
416:
411:
410:
409: ?)
400:
396:
392:
388:
356:
352:
348:
342:
328:
325:
320:
319:
308:
305:
304:
301:
295:
294:
291:
285:
284:
273:
255:
248:
239:
219:
206:
194:
174:
154:
134:
114:
101:
90:
77:
63:
61:
59:
57:
49:
48:
19:Sinapinic acid
12:
11:
5:
1634:
1624:
1623:
1618:
1601:
1600:
1598:
1597:
1592:
1587:
1581:
1579:
1570:
1569:
1566:
1565:
1563:
1562:
1556:
1554:
1550:
1549:
1547:
1546:
1532:
1530:
1526:
1525:
1523:
1522:
1516:8,5′-DiFA (BF)
1512:8,5′-DiFA (DC)
1494:(DiFA) :
1488:
1486:
1479:
1475:
1474:
1471:
1470:
1468:
1467:
1453:
1448:
1446:Plantamajoside
1443:
1438:
1433:
1428:
1423:
1390:
1377:
1360:
1354:
1352:
1346:
1345:
1343:
1342:
1336:
1330:
1325:
1323:Ethyl caffeate
1320:
1314:
1312:
1306:
1305:
1303:
1302:
1296:
1291:
1286:
1280:
1274:
1272:
1265:
1264:
1261:
1260:
1258:
1257:
1248:
1240:
1234:
1232:
1228:
1227:
1224:
1223:
1221:
1220:
1209:
1207:
1199:
1198:
1196:
1195:
1190:
1185:
1179:
1169:
1159:
1152:
1150:
1139:
1138:with cyclitols
1128:
1121:
1117:
1116:
1113:
1112:
1110:
1109:
1104:
1098:
1096:
1092:
1091:
1089:
1088:
1086:Sinapinic acid
1083:
1078:
1073:
1067:
1065:
1058:
1057:
1055:
1054:
1049:
1043:
1041:
1037:
1036:
1034:
1033:
1028:
1023:
1018:
1012:
1005:
1003:
997:
996:
994:
993:
991:-Coumaric acid
985:
983:-Coumaric acid
977:
975:-Coumaric acid
968:
966:
960:
959:
957:
956:
950:
948:
941:
937:
936:
928:
927:
920:
913:
905:
897:
896:
880:
821:
786:
769:
740:(2): 202–206.
720:
685:
642:
598:
597:
595:
592:
590:
589:
584:
579:
574:
569:
567:Acetosyringone
564:
559:
554:
552:Syringaldehyde
549:
543:
541:
538:
526:
523:
489:
486:
473:
470:
426:Sinapinic acid
421:
418:
417:
412:
390:
389:
385:standard state
382:
379:
378:
375:
369:
368:
365:
359:
358:
354:
350:
346:
343:
338:
335:
334:
330:
329:
327:
326:
323:
315:
314:
313:
310:
309:
307:
306:
302:
299:
298:
296:
292:
289:
288:
280:
279:
278:
275:
274:
272:
271:
258:
256:
244:
241:
240:
238:
237:
229:
227:
221:
220:
218:
217:
209:
207:
199:
196:
195:
193:
192:
184:
182:
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:
56:Sinapinic acid
55:
51:
50:
42:
41:
35:
34:
30:
29:
9:
6:
4:
3:
2:
1633:
1622:
1619:
1617:
1614:
1613:
1611:
1596:
1595:Coumaroyl-CoA
1593:
1591:
1590:Cinnamoyl-CoA
1588:
1586:
1583:
1582:
1580:
1577:
1571:
1561:
1558:
1557:
1555:
1551:
1545:
1543:
1537:
1534:
1533:
1531:
1527:
1521:
1517:
1513:
1509:
1505:
1503:
1497:
1493:
1490:
1489:
1487:
1483:
1480:
1476:
1465:
1461:
1457:
1454:
1452:
1449:
1447:
1444:
1442:
1439:
1437:
1434:
1432:
1429:
1427:
1424:
1422:
1418:
1414:
1410:
1406:
1402:
1398:
1394:
1393:Cistanoside A
1391:
1389:
1385:
1381:
1380:Chiritoside A
1378:
1376:
1372:
1368:
1364:
1361:
1359:
1356:
1355:
1353:
1347:
1340:
1337:
1334:
1331:
1329:
1326:
1324:
1321:
1319:
1316:
1315:
1313:
1307:
1300:
1297:
1295:
1294:Fertaric acid
1292:
1290:
1289:Coutaric acid
1287:
1284:
1283:Chicoric acid
1281:
1279:
1278:Caftaric acid
1276:
1275:
1273:
1270:
1269:Tartaric acid
1266:
1256:
1249:
1247:
1245:
1241:
1239:
1236:
1235:
1233:
1229:
1218:
1214:
1211:
1210:
1208:
1206:
1205:shikimic acid
1200:
1194:
1191:
1189:
1186:
1183:
1180:
1177:
1173:
1170:
1167:
1163:
1160:
1157:
1154:
1153:
1151:
1149:
1143:
1140:
1132:
1129:
1125:
1122:
1118:
1108:
1105:
1103:
1100:
1099:
1097:
1093:
1087:
1084:
1082:
1079:
1077:
1074:
1072:
1069:
1068:
1066:
1063:
1059:
1053:
1050:
1048:
1045:
1044:
1042:
1038:
1032:
1029:
1027:
1024:
1022:
1019:
1016:
1015:Umbellic acid
1013:
1010:
1007:
1006:
1004:
1002:
998:
992:
990:
986:
984:
982:
978:
976:
974:
970:
969:
967:
961:
955:
954:Cinnamic acid
952:
951:
949:
945:
942:
938:
934:
926:
921:
919:
914:
912:
907:
906:
903:
894:
890:
884:
876:
872:
867:
862:
858:
854:
849:
844:
840:
836:
832:
825:
817:
813:
809:
805:
801:
797:
790:
784:
780:
773:
765:
761:
756:
751:
747:
743:
739:
735:
731:
724:
716:
712:
708:
704:
700:
696:
689:
681:
677:
673:
669:
665:
661:
658:(12): 432–5.
657:
653:
646:
638:
634:
630:
626:
622:
618:
615:(12): 436–9.
614:
610:
603:
599:
588:
585:
583:
580:
578:
577:Sinapaldehyde
575:
573:
570:
568:
565:
563:
562:Syringic acid
560:
558:
555:
553:
550:
548:
545:
544:
537:
535:
531:
522:
520:
516:
513:to produce D-
512:
508:
504:
500:
498:
494:
485:
483:
479:
469:
467:
463:
459:
457:
453:
448:
446:
442:
439:
435:
431:
427:
415:
408:
403:
386:
380:
376:
374:
373:Melting point
371:
370:
366:
364:
361:
360:
344:
341:
337:
336:
331:
322:
321:
318:
311:
297:
287:
286:
283:
276:
268:
264:
260:
259:
257:
247:
243:
242:
235:
231:
230:
228:
226:
223:
222:
215:
211:
210:
208:
202:
198:
197:
190:
186:
185:
183:
181:
178:
177:
170:
166:
165:
163:
161:
158:
157:
150:
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:
52:
46:
40:
36:
31:
27:
22:
16:
1585:Caffeoyl-CoA
1541:
1501:
1456:Verbascoside
1451:Tubuloside B
1436:Pauoifloside
1426:Conandroside
1358:Echinacoside
1309:Other esters
1243:
1216:
1175:
1165:
1136:caffeic acid
1085:
1071:Ferulic acid
1061:
1009:Caffeic acid
988:
980:
972:
883:
838:
834:
824:
799:
795:
789:
772:
737:
733:
723:
698:
694:
688:
655:
651:
645:
612:
608:
602:
528:
501:
491:
475:
460:
452:ferulic acid
449:
425:
424:
149:ChEMBL109341
68:Identifiers
58:Sinapic acid
54:Other names
44:
15:
1251:1-Sinapoyl-
1148:quinic acid
841:: 7787958.
333:Properties
129:CHEBI:15714
1610:Categories
1576:coenzyme A
1431:Myconoside
1231:Glycosides
1107:Plicatin B
1102:Plicatin A
594:References
534:canola oil
488:Metabolism
363:Molar mass
234:68A28V6010
160:ChemSpider
96:3D model (
75:CAS Number
1553:Tetramers
1202:esters of
1145:esters of
1134:Esters of
947:Precursor
940:Aglycones
931:Types of
857:2314-6133
802:: 29–31.
1540:5-5′,8′-
1538: :
1255:-glucose
1182:Cynarine
875:36060132
816:91784893
764:16655775
715:12590493
582:Sinapine
557:Syringol
540:See also
509:and (S)-
462:Sinapine
180:DrugBank
85:530-59-6
1529:Trimers
866:9433295
680:2520223
660:Bibcode
637:2520224
617:Bibcode
587:Canolol
530:Canolol
515:glucose
482:vinegar
466:choline
407:what is
405: (
357:
201:PubChem
189:DB08587
1485:Dimers
1335:(CAPE)
1271:esters
1120:Esters
1095:others
873:
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855:
814:
762:
755:549906
752:
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678:
635:
511:malate
402:verify
399:
317:SMILES
214:637775
169:553361
140:ChEMBL
33:Names
1578:(CoA)
812:S2CID
445:laser
438:MALDI
282:InChI
120:ChEBI
98:JSmol
871:PMID
853:ISSN
839:2022
760:PMID
711:PMID
676:PMID
633:PMID
517:and
478:wine
225:UNII
1510:,
1215:(3-
1174:(5-
1164:(4-
889:doi
861:PMC
843:doi
804:doi
800:199
779:doi
750:PMC
742:doi
703:doi
668:doi
625:doi
251:EPA
204:CID
1612::
1518:,
1514:,
1506:,
1500:8-
1498:,
1462:,
1419:,
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1421:H
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1405:D
1401:C
1397:B
1388:C
1384:B
1375:F
1371:C
1367:B
1253:D
1244:p
1217:O
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1062:O
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345:C
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45:E
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