409:
248:
615:
46:
68:
722:
33:
55:
819:
725:
727:
726:
1608:
Hagvall, L.; Bruze, M.; Engfeldt, M.; Isaksson, M.; Lindberg, M.; Ryberg, K.; Stenberg, B.; Svedman, C.; Karlberg, A. T.; Bråred
Christensson, J. (2020). "Contact allergy to citral and its constituents geranial and neral, coupled with reactions to the prehapten and prohapten geraniol".
1001:
in perfumery. It is used to fortify lemon oil. (Nerol, another perfumery compound, has a less intense but sweeter lemon note.) The aldehydes citronellal and citral are considered key components responsible for the lemon note, with citral preferred.
623:
595:
1644:
1446:
Dubey, N. K.; Takeya, Koichi; Itokawa, Hideji (1997). "Citral: A cytotoxic principle isolated from the essential oil of
Cymbopogon citratus against P388 leukaemia cells".
947:
728:
1291:
979:. Further, in the lipid fraction (essential oil) of Australian ginger (51–71%). Of the many sources of citral, the Australian myrtaceous tree, lemon myrtle,
941:
736:
832:
1473:
Liao, Pei-Chun; Yang, Tsung-Shi; Chou, Ju-Ching; Chen, Jie; Lee, Shu-Ching; Kuo, Yueh-Hsiung; Ho, Chen-Lung; Chao, Louis Kuo-Ping (1 December 2015).
915:
750:
1029:
1510:
Shi, Chao; Song, Kaikuo; Zhang, Xiaorong; Sun, Yi; Sui, Yue; Chen, Yifei; Jia, Zhenyu; Sun, Huihui; Sun, Zheng; Xia, Xiaodong (14 July 2016).
458:
1408:
Robacker, D.C.; Hendry, L.B. (1977). "Neral and geranial: components of the sex pheromone of the parasitic wasp, Itoplectis conquisitor".
1706:
1377:"Pheromone Study on Acarid Mites. XI. Function of Mite Body as Geometrical Isomerization and Reduction of Citral (the Alarm Pheromone)"
743:
147:
284:
1687:
1079:
1295:
1275:
1250:
1217:
423:
1083:
140:
1662:
839:
827:
1164:
Waghulde, S.; Parmar, P.; Mule, J.; Pashte, D.; Patil, B.; Modhale, N.; Gorde, N.; Kharche, A.; Kale, M. (2020).
1726:
1716:
655:
356:
243:
205:
862:. Citral is a collective term which covers two geometric isomers that have their own separate names; the
387:
673:
1166:"Lead Finding from Plant Cymbopogon Citratus with Immunomodulator Potentials through in Silico Methods"
614:
689:
255:
1066:
In a report (1997), citral is mentioned as cytotoxic to P(388) mouse leukaemia cells. It has strong
669:
930:
795:
404:
1661:
Andersen, Dorthe N.; Holmberg, Rikke D.; Larsen, Jette R.; Søborg, Inge; Cohr, Karl-Heinz (2006).
572:
165:
1123:
960:
1721:
1054:
981:
637:
607:
80:
225:
1573:
Onawunmi, Grace O. (September 1989). "Evaluation of the antimicrobial activity of citral".
1527:
685:
365:
408:
247:
116:
8:
1037:
106:
1531:
185:
1670:. Survey of Chemical Substances in Consumer Products, No. 78. Danish Toxicology Centre.
1590:
1586:
1550:
1511:
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1321:
935:
1626:
1555:
1357:
1271:
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1223:
1213:
1187:
894:
1594:
1429:
1711:
1618:
1582:
1545:
1535:
1490:
1417:
1388:
1375:
Kuwahara, Yasumasa; Suzuki, Hiroshi; Matsumoto, Katsuhiko; Wada, Yoshitake (1983).
1347:
1337:
1177:
486:
329:
1691:
1540:
1147:
1041:
has shown promising insecticidal and antifungal activity against storage pests.
1684:
998:
976:
810:
661:
553:
1495:
1474:
1227:
1700:
1191:
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956:
921:
893:
occur as a mixture, often not in equal proportions; e.g. in essential oil of
859:
543:
236:
1630:
1559:
1512:"Antimicrobial Activity and Possible Mechanism of Action of Citral against
1361:
1182:
1165:
1091:
968:
910:
906:
890:
863:
790:
1475:"Anti-inflammatory activity of neral and geranial isolated from fruits of
1342:
749:
1103:
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785:
762:
681:
1459:
735:
677:
1421:
1087:
964:
952:
926:
742:
505:
274:
256:
216:
1622:
1393:
1376:
697:
1017:
986:
376:
1090:. Citral has been extensively tested, with no known genotoxicity or
809:
Except where otherwise noted, data are given for materials in their
432:
InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
1664:
Survey and health assessment of chemical substances in massage oils
1113:
1108:
1052:
It has been tested (2016) in vitro against the food-borne pathogen
1021:
708:
442:
InChI=1/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
304:
45:
19:
701:
146:
139:
1078:
A number of studies have shown allergic reactions to Citral. The
1010:
665:
647:
533:
316:
67:
1207:
1025:
196:
1208:
Zachariah, T. J.; Parthasarathy, V. A.; Chempakam, B. (2008).
1118:
1006:
972:
693:
340:
176:
129:
32:
1660:
1607:
392:
54:
1374:
997:
Citral has a strong lemon (citrus) scent and is used as an
523:
295:
1407:
1326:
F. Muell. (Lemon Myrtle), an
Unrivalled Source of Citral"
1163:
1049:
Citral is commonly used as a food additive ingredient.
643:
1441:
1439:
283:
1445:
1240:
164:
1698:
1472:
1436:
328:
1509:
1315:
1313:
724:
115:
1268:The Illustrated Encyclopedia of Essential Oils
1159:
1157:
1310:
854:is an acyclic monoterpene aldehyde. Being a
1203:
1201:
1154:
407:
246:
224:
1549:
1539:
1494:
1392:
1351:
1341:
1319:
1181:
364:
1645:"IRFA Standards, 47th Amendment: Citral"
1572:
1241:Fenaroli, G.; Furia, T.E.; Bellanca, N.
1198:
1654:
1265:
897:, the neral to geranial ratio is 0.61.
403:
1699:
1650:. International Fragrance Association.
1061:
889:-citral; β-citral) or citral B. These
548:229 °C (444 °F; 502 K)
237:
767:91 °C (196 °F; 364 K)
435:Key: WTEVQBCEXWBHNA-JXMROGBWSA-N
204:
184:
877:-citral; α-citral) or citral A. The
1080:International Fragrance Association
1016:Citral is used in the synthesis of
445:Key: WTEVQBCEXWBHNA-JXMROGBWBB
319:
303:
13:
1587:10.1111/j.1472-765X.1989.tb00301.x
1073:
1032:, and to mask the smell of smoke.
1005:It also has pheromonal effects in
720:
14:
1738:
1707:Aldehyde dehydrogenase inhibitors
1678:
1212:. Wallingford: CABI. p. 76.
1084:no-observed-adverse-effect level
1044:
817:
613:
66:
53:
44:
31:
1637:
1601:
1575:Letters in Applied Microbiology
1566:
1503:
1466:
1266:Lawless, J. (2 November 1995).
813:(at 25 °C , 100 kPa).
1401:
1381:Applied Entomology and Zoology
1368:
1320:Southwell, Ian (9 July 2021).
1284:
1259:
1243:Handbook of Flavor Ingredients
1234:
1136:
1:
1129:
909:of several plants, including
900:
1541:10.1371/journal.pone.0159006
1292:"The Aromatic Plant Project"
7:
1483:Journal of Functional Foods
1410:Journal of Chemical Ecology
1097:
989:), is considered superior.
84:3,7-dimethylocta-2,6-dienal
10:
1743:
510:152.24 g/mol
17:
1496:10.1016/j.jff.2015.09.034
985:F. Muell. (of the family
905:Citral is present in the
807:
771:
594:
589:
479:
454:
419:
99:
89:
79:
74:
65:
52:
43:
30:
948:Calypranthes parriculata
656:Precautionary statements
18:Not to be confused with
992:
573:Magnetic susceptibility
1690:18 August 2007 at the
1183:10.3390/ecsoc-24-08302
731:
471:O=C/C=C(/CC/C=C(/C)C)C
1514:Cronobacter sakazakii
1343:10.3390/foods10071596
1324:Backhousia citriodora
1170:Chemistry Proceedings
1055:Cronobacter sakazakii
982:Backhousia citriodora
730:
1727:Conjugated aldehydes
858:, it is made of two
713:(fire diamond)
1717:Perfume ingredients
1532:2016PLoSO..1159006S
1298:on 24 November 2019
1210:Chemistry of spices
1062:Medical exploration
1038:Cymbopogon citratus
799:-2-Methyl-2-butenal
518:Pale yellow liquid
27:
1611:Contact Dermatitis
1422:10.1007/BF00989077
942:Lindera citriodora
936:Ocimum gratissimum
840:Infobox references
772:Related compounds
732:
466:O=CC=C(C)CCC=C(C)C
25:
1623:10.1111/cod.13404
1394:10.1303/aez.18.30
895:Australian ginger
881:-isomer is named
848:Chemical compound
846:
845:
638:Hazard statements
388:CompTox Dashboard
148:Interactive image
141:Interactive image
1734:
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1308:
1307:
1305:
1303:
1294:. Archived from
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1231:
1205:
1196:
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824:
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778:Related alkenals
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687:
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487:Chemical formula
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1692:Wayback Machine
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1526:(7): e0159006.
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1253:
1239:
1235:
1220:
1206:
1199:
1162:
1155:
1151:, 12th Edition.
1148:The Merck Index
1141:
1137:
1132:
1100:
1076:
1074:Adverse effects
1064:
1047:
995:
903:
849:
842:
837:
836:
835: ?)
826:
822:
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1679:External links
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1581:(3): 105–108.
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1416:(5): 563–577.
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999:aroma compound
994:
991:
961:lemon ironbark
931:lemon tea-tree
916:Litsea citrata
902:
899:
860:isoprene units
847:
844:
843:
838:
816:
815:
811:standard state
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1515:
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1484:
1480:
1478:
1477:Litsea cubeba
1469:
1461:
1457:
1453:
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1277:1-85230-661-0
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1252:0-87819-532-7
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1068:antimicrobial
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1045:Food additive
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958:
957:lemon verbena
954:
951:(about 62%),
950:
949:
945:(about 65%),
944:
943:
938:
937:
932:
928:
924:
923:
922:Litsea cubeba
918:
917:
912:
908:
907:volatile oils
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891:stereoisomers
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544:Boiling point
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1722:Monoterpenes
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1639:
1617:(1): 31–38.
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1476:
1468:
1454:(1): 22–24.
1451:
1447:
1413:
1409:
1403:
1387:(1): 30–39.
1384:
1380:
1370:
1333:
1329:
1323:
1300:. Retrieved
1296:the original
1286:
1267:
1261:
1242:
1236:
1209:
1173:
1169:
1146:
1142:
1138:
1092:carcinogenic
1077:
1065:
1053:
1051:
1048:
1036:
1034:
1030:methylionone
1015:
1004:
996:
980:
975:(2–5%), and
946:
940:
934:
920:
914:
911:lemon myrtle
904:
886:
882:
878:
874:
870:
864:
851:
850:
796:
791:Methacrolein
709:
629:
596:
341:RTECS number
100:Identifiers
90:Other names
15:
1489:: 248–258.
1336:(7): 1596.
1270:. Element.
1104:Citronellal
1070:qualities.
856:monoterpene
786:Citronellal
763:Flash point
624:Signal word
538:0.893 g/cm
528:Lemon like
515:Appearance
480:Properties
244:100.023.994
186:CHEBI:16980
1701:Categories
1228:1120264204
1130:References
1088:micrograms
965:lemon balm
959:(30–35%),
953:petitgrain
933:(70–80%),
929:(65–85%),
927:lemongrass
925:(70–85%),
913:(90–98%),
901:Occurrence
608:Pictograms
506:Molar mass
366:T7EU0O9VPP
275:IUPHAR/BPS
217:ChemSpider
128:3D model (
107:CAS Number
81:IUPAC name
1192:2673-4583
1176:(1): 77.
1124:Vaporizer
1035:The herb
1018:vitamin A
987:Myrtaceae
939:(66.5%),
869:is named
690:P333+P313
686:P332+P313
678:P302+P352
599:labelling
377:UN number
348:RG5075000
265:226-394-6
257:EC Number
117:5392-40-5
1688:Archived
1631:31566752
1595:84751250
1560:27415761
1520:PLOS ONE
1460:24098141
1430:11568355
1362:34359465
1114:Limonene
1109:Geraniol
1098:See also
1094:effect.
1086:of 1400
1082:gives a
1022:lycopene
971:(6–9%),
871:geranial
710:NFPA 704
590:Hazards
575:(χ)
562:mmHg (20
500:O
38:Geranial
20:Geraniol
1712:Flavors
1551:4945043
1528:Bibcode
1353:8305781
1011:insects
967:(11%),
963:(26%),
955:(36%),
919:(90%),
867:-isomer
833:what is
831: (
630:Warning
534:Density
317:PubChem
26:Citral
1629:
1593:
1558:
1548:
1458:
1428:
1360:
1350:
1302:1 June
1274:
1249:
1226:
1216:
1190:
1143:Citral
1026:ionone
977:orange
852:Citral
828:verify
825:
564:
560:
459:SMILES
330:638011
305:C01499
226:553578
197:ChEMBL
166:B00306
158:3DMet
92:citral
75:Names
1668:(PDF)
1648:(PDF)
1591:S2CID
1479:Lour"
1456:JSTOR
1426:S2CID
1330:Foods
1119:Nerol
1007:acari
973:lemon
883:neral
875:trans
797:trans
580:−98.9
424:InChI
381:2810
177:ChEBI
130:JSmol
60:Neral
1685:MSDS
1627:PMID
1556:PMID
1358:PMID
1304:2008
1272:ISBN
1247:ISBN
1224:OCLC
1214:ISBN
1188:ISSN
1028:and
1009:and
993:Uses
969:lime
702:P501
698:P363
694:P362
682:P321
674:P280
670:P272
666:P264
662:P261
648:H317
644:H315
566:°C)
558:0.22
524:Odor
357:UNII
296:KEGG
285:6327
1619:doi
1583:doi
1546:PMC
1536:doi
1491:doi
1418:doi
1389:doi
1348:PMC
1338:doi
1178:doi
887:cis
597:GHS
393:EPA
320:CID
1703::
1625:.
1615:82
1613:.
1589:.
1577:.
1554:.
1544:.
1534:.
1524:11
1522:.
1518:.
1487:19
1485:.
1481:.
1452:73
1450:.
1438:^
1424:.
1412:.
1385:18
1383:.
1379:.
1356:.
1346:.
1334:10
1332:.
1328:.
1312:^
1245:.
1222:.
1200:^
1186:.
1172:.
1168:.
1156:^
1145:,
1058:.
1024:,
1020:,
1013:.
700:,
696:,
692:,
688:,
684:,
680:,
676:,
672:,
668:,
664:,
646:,
601::
498:16
494:10
1633:.
1621::
1597:.
1585::
1579:9
1562:.
1538::
1530::
1516:"
1499:.
1493::
1462:.
1432:.
1420::
1414:3
1397:.
1391::
1364:.
1340::
1322:"
1306:.
1280:.
1255:.
1230:.
1194:.
1180::
1174:3
885:(
879:Z
873:(
865:E
823:Y
751:0
744:1
737:0
582:×
496:H
492:C
395:)
391:(
132:)
22:.
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