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. 2019 Nov 21;24(23):4244. doi: 10.3390/molecules24234244

Table 2.

Chemical compositions of Piper nigrum fruit volatile oils cultivated in Pará State, Brazil.

RI a RI b Compound Bragantina Cingapura Clonada Equador Guajarina Uthirankota
921 924 α-Thujene 0.2 --- 0.2 0.6 0.7 1.4
929 932 α-Pinene 9.2 6.8 8.0 7.4 11.3 10.3
965 969 Sabinene --- 0.1 0.5 --- --- ---
973 974 β-Pinene 33.6 20.3 29.2 29.2 45.6 48.0
987 988 Myrcene 2.5 2.5 3.0 3.4 0.1 ---
1001 1002 α-Phellandrene --- 0.4 0.3 0.8 --- ---
1007 1008 δ-3-Carene --- 14.3 9.3 4.5 --- ---
1012 1014 α-Terpinene 0.0 --- --- --- 0.7 1.4
1018 1020 p-Cymene --- 0.1 --- --- --- ---
1025 1024 Limonene 38.1 31.1 36.5 30.8 29.7 24.3
1042 1044 (E)-β-Ocimene tr c tr tr 0.1 --- 0.3
1054 1054 γ-Terpinene 0.5 0.1 0.2 0.7 1.1 2.0
1061 1065 cis-Sabinene hydrate 0.2 --- 0.1 0.6 0.4 0.8
1084 1086 Terpinolene 0.3 0.8 0.5 0.4 0.2 0.4
1094 1095 Linalool 0.6 1.6 1.1 3.4 1.7 1.2
1116 1118 cis-p-Menth-2-en-1-ol 0.1 --- tr 0.2 0.2 0.3
1133 1136 trans-p-Menth-2-en-1-ol 0.1 --- --- 0.1 0.1 0.1
1174 1174 Terpinen-4-ol 2.3 0.1 0.8 2.9 4.2 5.6
1186 1186 α-Terpineol 0.5 0.3 0.4 0.2 0.2 0.2
1196 1194 Myrtenol --- 0.1 --- --- --- ---
1208 1214 Linalyl formate --- 0.1 --- --- --- ---
1222 1227 Nerol 0.1 --- --- 0.1 --- ---
1334 1335 δ-Elemene tr 0.4 tr 0.1 --- ---
1344 1346 α-Terpinyl acetate 0.1 --- --- --- --- ---
1373 1374 α-Copaene 0.4 0.6 --- --- --- ---
1389 1389 β-Elemene 0.1 0.4 0.4 0.4 --- tr
1410 1411 cis-α-Bergamotene --- --- --- --- tr ---
1416 1417 (E)-β-Caryophyllene 6.9 14.8 6.2 6.3 0.7 2.5
1430 1432 trans-α-Bergamotene --- --- --- --- 0.1 ---
1431 1434 γ-Elemene --- --- --- 1.2 --- 0.2
1450 1454 (E)-β-Farnesene --- --- --- --- tr ---
1452 1452 α-Humulene 0.4 0.9 0.5 0.4 --- 0.1
1478 1484 Germacrene D --- tr --- 0.1 tr ---
1490 1493 α-Zingiberene --- --- --- --- tr ---
1491 1493 epi-Cubebol 0.3 --- --- --- --- ---
1492 1489 β-Selinene 0.1 0.5 1.0 0.2 --- 0.1
1493 1499 Curzerene --- --- --- 0.6 --- 0.2
1505 1505 β-Bisabolene 0.5 0.1 0.2 0.4 0.1 ---
1513 1514 Cubebol 0.3 0.1 tr --- --- ---
1521 1522 δ-Cadinene 0.4 0.3 --- --- --- ---
1527 1529 (E)-γ-Bisabolene --- --- --- --- tr ---
1546 1548 α-Elemol --- tr 0.1 0.2 1.6 tr
1554 1559 Germacrene B --- --- --- 0.1 --- ---
1562 1561 (E)-Nerolidol --- --- --- 1.6 --- ---
1577 1577 Spathulenol --- 0.1 --- --- --- ---
1582 1582 Caryophyllene oxide 0.5 1.0 0.4 1.6 0.1 0.6
1588 1596 Fokienol --- 0.2 --- --- --- ---
1607 1608 Humulene epoxide II --- --- --- 0.3 --- ---
1610 1602 Ledol --- --- tr --- --- ---
1624 1632 α-Acorenol --- --- --- --- --- 0.1
1625 1627 1-epi-Cubenol 0.2 --- --- --- --- ---
1630 1630 Muurola-4,10(14)-dien-1β-ol --- 1.1 --- 0.8 --- ---
1636 1639 Caryophylla-4(12),8(13)-dien-5β-ol --- 0.2 --- --- --- ---
1640 1640 τ-Murrolol 0.3 --- --- --- --- ---
1644 1644 α-Muurolol (=δ-Cadinol) 1.3 tr tr --- --- ---
1649 1649 β-Eudesmol --- --- --- --- 0.1 ---
1656 1658 neo-Intermedeol --- tr 0.2 --- --- ---
1668 1668 14-Hydroxy-9-epi-(E)-caryophyllene --- 0.1 --- 0.1 --- ---
1677 1679 Khusinol --- 0.2 --- --- --- ---
1682 1685 α-Bisabolol --- tr --- --- 1.1 ---
1714 1713 14-Hydroxy-α-humulene --- --- --- 0.2 --- ---
1727 1728 iso-Longifolol --- tr --- --- --- ---
1763 1762 β-Acoradienol --- --- --- 0.3 --- ---
1930 1929 Musk ambrette --- 0.2 --- --- --- ---
Monoterpene hydrocarbons 84.4 76.6 87.6 77.9 89.5 88.0
Oxygenated monoterpenoids 3.8 2.2 2.4 7.3 6.7 8.2
Sesquiterpene hydrocarbons 8.9 17.8 8.3 9.7 0.8 3.0
Oxygenated sesquiterpenoids 2.9 3.0 0.6 5.0 2.9 0.7
Total identified 99.9 99.5 99.0 99.9 99.8 99.9

a RI = “Retention Index” determined in reference to a homologous series of n-alkanes. b Retention indices from the databases [22,23]. c tr = “trace” (<0.05%).