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. 2018 Jan 10;13(1):e0191006. doi: 10.1371/journal.pone.0191006

Table 1. List of phytochemicals identified in P. longum.

S. No. Phytochemical
ID
Phytochemical name Pubchem/ ChEMBL ID Reference
1 PL1 3β, 4α-dihydroxy-1-(3-phenylpropanoyl)-piperidine-2-one N/A [48]
2 PL2 (2E, 4E, 14Z)-6-hydroxyl-N-isobutyleicosa-2,4,14-trienamide N/A [48]
3 PL3 Coumaperine 10131321 [49]
4 PL4 N-5-(4-hydroxy-3-methoxyphenyl)-2E-pentenoyl piperidine N/A [49]
5 PL5 Piperolactam A 3081016 [49]
6 PL6 1-[1-oxo-5 (3,4-methylenedioxyphenyl) -2E,4E-pentadienyl]–pirrolidine N/A [49]
7 PL7 (R)-(-)–turmerone 558221 [49]
8 PL8 Octahydro-4-hydroy-3alpha-methyl-7-methylene-alpha-(1-methylethyl)-1H-indene-1-methanol N/A [49]
9 PL9 (+) -aphanamol I 11031884 [49]
10 PL10 Bisdemethoxycurcumin 5315472 [49]
11 PL11 Demethoxycurcumin 5469424 [49]
12 PL12 Longumosides A N/A [50]
13 PL13 Longumosides B 71579641 [50]
14 PL14 Erythro-1-[1-oxo-9(3,4-methylenedioxyphenyl)-8,9-dihydroxy-2E-nonenyl]-piperidine N/A [50]
15 PL15 Threo-1-[1-oxo-9(3,4-methylenedioxyphenyl)-8,9-dihydroxy-2E-nonenyl]-piperidine N/A [50]
16 PL16 3β,4α-dihydroxy-2-piperidinone N/A [50]
17 PL17 5,6-dihydro-2(1H)-pyridinone N/A [50]
18 PL18 Piperlongumide (1) [N-isobutyl-19-(3′,4′-methylenedioxyphenyl)-2E,4E nonadecadienamide] N/A [51]
19 PL19 1-(3,4-methylenedioxyphenyl)-1E tetradecene N/A [51]
20 PL20 Piperlongimin A [2E-N-isobutyl-hexadecenamide] N/A [51]
21 PL21 2E,4E-N-isobutyl-octadecenamide N/A [51]
22 PL22 Piperlongimin B [2E-octadecenoylpiperidine] N/A [51]
23 PL23 2E,4E-N-isobutyl-dodecenamide N/A [51]
24 PL24 2E,4E,12E,13-(3,4-methylenedioxyphenyl)-trideca-trienoic acid isobutyl amide N/A [51]
25 PL25 Piperine 638024 [51]
26 PL26 Pellitorine 5318516 [52]
27 PL27 N-[(2E,4E)-Decadienoyl]-piperidine 11118018 [52]
28 PL28 N-Isobutyl-2E,4E-undecadienamide 20157325 [52]
29 PL29 Piperlonguminine 5320621 [52]
30 PL30 Piperanine 5320618 [52]
31 PL31 N-[(2E,4E)-Tetradecadienoyl]piperidine 11130083 [52]
32 PL32 N-Isobutyl-2E,4E-hexadecadienamide 6442402 [52]
33 PL33 Pipercallosine 5372201 [52]
34 PL34 (2E,4E,12Z)-N-Isobutyl-octadeca-2,4,12-trienamide N/A [52]
35 PL35 N-Isobutyl-2E,E-octadecadienamide 9974234 [52]
36 PL36 Dehydropipernonaline 6439947 [52]
37 PL37 Pipernonatine 9974595 [52]
38 PL38 (E)-9-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)non-2-en-1-one N/A [52]
39 PL39 1-(2E,4E,12E)-Octadecatrinoylpiperidine N/A [52]
40 PL40 Retrofractamide B 5372162 [52]
41 PL41 (2E,4E,14Z)-N-Isobutyleicosa-2,4,14-trienamide N/A [52]
42 PL42 N-isobutyl-2E,4E-decyldecadienamide N/A [52]
43 PL43 (2E,4E,10E)-N-11-(3,4-Methylenedioxyphenylhmdecatrienoylpiperidine N/A [52]
44 PL44 1-[(2E,4E,14Z)-1-Oxo-2,4,14-eicosatrienyl]-piperidine N/A [52]
45 PL45 Guineensine 6442405 [52]
46 PL46 (2E,4E,14Z)-N-Isobutyldocosa-2,4,14-trienamide N/A [52]
47 PL47 (2E,4E,12E)-13-(Benzo[d][1,3]dioxol-6-yl)-1-(piperidin-1-yl)trideca-2,4,12-trien-1-one N/A [52]
48 PL48 (2E,4E,13E)-14-(Benzo[d][1,3]dioxol-6-yl)-N-isobutyltetradeca-2,4,13-trienamide N/A [52]
49 PL49 Brachyamide B 14162526 [52]
50 PL50 Dihydropiperlonguminine 12682184 [52]
51 PL51 Piperdardine 10086948 [52]
52 PL52 Retrofractamide A 11012859 [52]
53 PL53 Piperchabamide D 16041827 [52]
54 PL54 N-isobutyl-2E,4E-dodecadienamide 6443006 [52]
55 PL55 Piperchabamide B 44453655 [52]
56 PL56 13-(1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)-(2E,4E)-tridecadienamide N/A [52]
57 PL57 Piperchabamide C 44454018 [52]
58 PL58 1-[(2E,4E)-1-oxo-2,4-hexadecadienyl]-piperidine 10980124 [52]
59 PL59 2,2-Dimethoxybutane (C6H14O2] 137941 [53]
60 PL60 2-Hydroxy myristic acid (C14H28O3] 1563 [53]
61 PL61 β-Myrcene (C10H16] 31253 [53]
62 PL62 N-methyl-1- octadecanamine (C19H41N] 75539 [53]
63 PL63 Piperazine adipate (C10H20N2O4] 8905 [53]
64 PL64 2-Nonynoic acid (C9H14O2] 61451 [53]
65 PL65 Dodecanal (CH3(CH2]10CHO] 8194 [53]
66 PL66 1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl] ester (C24H38O4] 8343 [53]
67 PL67 2-Amino-4-hydroxypteridine-6-carboxylic acid (C7H5N5O3] 70361 [53]
68 PL68 Piperlongumine 637858 [54]
69 PL69 Hydrocinnamic acid (HCI) 107 [22]
70 PL70 Palmitic acid 985 [22]
71 PL71 1,8-cineole 2758 [22]
72 PL72 Lawsone 6755 [22]
73 PL73 Cis-Decahydronaphthalene 7044 [22]
74 PL74 Piperonylic acid 7196 [22]
75 PL75 Hypnon 7410 [22]
76 PL76 Moslene 7461 [22]
77 PL77 Cymol 7463 [22]
78 PL78 Methyl hydrocinnamate 7643 [22]
79 PL79 Hexahydropyridine (PIP) 8082 [22]
80 PL80 Pisol 8193 [22]
81 PL81 Piperonal 8438 [22]
82 PL82 Isobutylisovalerate 11514 [22]
83 PL83 Tridecane (TRD) 12388 [22]
84 PL84 Pentadecane (MYS) 12391 [22]
85 PL85 N-Heptadecane 12398 [22]
86 PL86 N-Nonadecane (UPL) 12401 [22]
87 PL87 Tridecylene 17095 [22]
88 PL88 Heptadecene 23217 [22]
89 PL89 Pentadecene 25913 [22]
90 PL90 Nonadecene 29075 [22]
91 PL91 tetradecadiene-1,13 30875 [22]
92 PL92 Linalool (D) 67179 [22]
93 PL93 Cyclopentadecane 67525 [22]
94 PL94 Beta-Bisabolene 68128 [22]
95 PL95 Sesamol 68289 [22]
96 PL96 Sesamin 72307 [22]
97 PL97 p-Amino-o-cresol 76081 [22]
98 PL98 2,4-Dimethoxytoluene 96403 [22]
99 PL99 D-Camphor (CAM) 159055 [22]
100 PL100 Cis-2-Decalone 246289 [22]
101 PL101 Piperitenone 381152 [22]
102 PL102 (-)-Nopinene 440967 [22]
103 PL103 (-)-Alpha-Pinene 440968 [22]
104 PL104 Isodiprene (CHEBI:7) 443156 [22]
105 PL105 (R)-linalool 443158 [22]
106 PL106 N-(2,5-dimethoxyphenyl)-4-methoxybenzamide 532276 [22]
107 PL107 Anethole 637563 [22]
108 PL108 Isoeugenol 853433 [22]
109 PL109 (3S)-3,7-dimethylocta-1,6-dien-3-yl] propanoate 1616358 [22]
110 PL110 ()-Terpinen-4-ol 2724161 [22]
111 PL111 Alpha-Farnesene 5281516 [22]
112 PL112 Farnesene 5281517 [22]
113 PL113 alpha-humulene 5281520 [22]
114 PL114 Isocaryophyllene 5281522 [22]
115 PL115 p-Ocimene 5281553 [22]
116 PL116 8-Heptadecene 5364555 [22]
117 PL117 9,17-Octadecadienal (Z) 5365667 [22]
118 PL118 Cyclodecene, 1-methyl- 5367581 [22]
119 PL119 1,4,7,-Cycloundecatriene, 1,5,9,9-tetramethyl-, Z,Z,Z- 5368784 [22]
120 PL120 (+/-)-Isoborneol 6321405 [22]
121 PL121 (Z)-caryophyllene 6429301 [22]
122 PL122 cis-.beta.-Elemene diastereomer 6431152 [22]
123 PL123 N-Isobutyl-2,4-icosadienamide 6441067 [22]
124 PL124 (E,E,E)-11-(1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)-2,4,10-undecatrienenamide 6453083 [22]
125 PL125 Epieudesmin (ZINC03996196) 7299790 [22]
126 PL126 Valencene 9855795 [22]
127 PL127 (1S,5S)-1-isopropyl-4-methylenebicyclo[3.1.0]hexane 11051711 [22]
128 PL128 (5S)-5-[(1R)-1,5-dimethylhex-4-enyl]-2-methylcyclohexa-1,3-diene 11127403 [22]
129 PL129 (E)-5-(4-hydroxy-3-methoxy-phenyl)-1-piperidino-pent-2-en-1-one 11630663 [22]
130 PL130 (3R,8S,9S,10R,13R,14R,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol (ZINC03982454) 11870467 [22]
131 PL131 Delta-elemene 12309449 [22]
132 PL132 (2R,4aR,8aR)-2-methyldecalin 12816526 [22]
133 PL133 (1R,5R,7S)-4,7-dimethyl-7-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-3-ene 13889654 [22]
134 PL134 Calarene 15560279 [22]
135 PL135 Bisdemethoxycurcumin 45934475 [22]
136 PL136 1,4-cadinadiene 50986185 [22]
137 PL137 Tricyclene 55250308 [22]
138 PL138 Alpha-Cubebene 42608159 [22]
139 PL139 Piperundecalidine 44453654 [22]
140 PL140 3-phenylundecane 20655 [22]
141 PL141 4-[(1-Carboxy-2-methylbutyl)amino]-2(1H)-pyrimidinone 591989 [22]
142 PL142 Bicyclo[3. 2. 2]non-6-en-3-one N/A [22]
143 PL143 Cedryl acetate 9838172 [22]
144 PL144 Isolongifolene epoxide 107035 [22]
145 PL145 N-isobutyleicosa-2(E),4(E),8(Z)-trienamide N/A [22]
146 PL146 Pisatin 101689 [22]
147 PL147 Tetradecahydro-1-methylphenanthrene 609802 [22]
148 PL148 Undulatone 5281311 [22]
149 PL149 Copaene 25245021 [22]
150 PL150 Linalool 6549 [22]
151 PL151 Sylvatine N/A [22]
152 PL152 beta-Cubebene 93081 [22]
153 PL153 (-)-Caryophyllene oxide 1742210 [22]
154 PL154 (-)-alpha-cedrene 6431015 [22]
155 PL155 (+)-Fargesin CHEMBL462822 [23]
156 PL156 Piperolactam A CHEMBL387864 [23]
157 PL157 (+)-Sesamin CHEMBL252915 [23]
158 PL158 2-Phenylethanol CHEMBL448500 [23]
159 PL159 l-Zingiberene CHEMBL479020 [23]