GC/MS BATCH NUMBER: G40106

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1 GC/MS BATCH NUMBER: G40106 ESSENTIAL OIL: GINGER ROOT C02 BOTANICAL NAME: ZINGIBER OFFICINALE ORIGIN: INDONESIA KEY CONSTITUENTS PRESENT IN THIS BATCH OF GINGER ROOT C02 OIL % ar-curcumene 13.7 [6]-GINGEROL 10.9 α-zingiberene 6.6 β-sesquiphellandrene 5.4 [6]-SHOGAOL 5.4 β-bisabolene 3.1 [6]-GINGERDIOL GERANIAL ACETAL 2.0 [10]-ISOSHOGAOL 2.0 ZINGERONE 2.0 DIACETOXY-[6]-GINGERDIOL 1.7 GERANIAL 1.5 [8]-SHOGAOL 1.3 CAMPHENE 1.2 (3E,6E)-α-FARNESENE 1.1 Comments from Robert Tisserand: Rich, warm, spicy odor profile. Contains over 30% of gingerols and shogaols. These active constituents give fresh Ginger its pungency, and are not found in the distilled oil nd St S. Twin Falls, ID * * planttherapy.com facebook.com/planttherapy * planttherapy.com/blog

2 Date : March 15, 2018 CERTIFICATE OF ANALYSIS - GC PROFILING SAMPLE IDENTIFICATION Internal code : 18C15-PTH1-1-CC Customer identification : Ginger Co2 Extract - Indonesia - G R Type : CO2 extract Source : Zingiber officinale Customer : Plant Therapy ANALYSIS Method: PC-PA J19 - Analysis of the composition of an essential oil, or other volatile liquid, by FAST GC-FID (in French); identifications validated by GC-MS. Analyst : Sylvain Mercier, M. Sc., Chimiste Analysis date : March 15, 2018 Checked and approved by : Alexis St-Gelais, M. Sc., chimiste Note: This report may not be published, including online, without the written consent from Laboratoire PhytoChemia. This report is digitally signed, it is only considered valid if the digital signature is intact. Page 1/14

3 PHYSICOCHEMICAL DATA Physical aspect: Orange/red viscous liquid Refractive index: ± (20 C) CONCLUSION No adulterant, contaminant or diluent has been detected using this method. Page 2/14

4 ANALYSIS SUMMARY Identification DB-5 (%) DB-WAX (%) Classe 2-Methyl-3-buten-2-ol Aliphatic alcohol Hexanal Aliphatic aldehyde Biomarker Z. officinale CO2, I * Aliphatic aldehyde 2-Heptanol Aliphatic alcohol Tricyclene Monoterpene α-pinene Monoterpene Camphene Monoterpene β-pinene 0.04* 0.06 Monoterpene Sabinene [0.04]* [0.26]* Monoterpene 6-Methyl-5-hepten-2-one Aliphatic ketone Myrcene Monoterpene 6-Methyl-5-hepten-2-ol Aliphatic alcohol Pseudolimonene Monoterpene Octanal 0.14* 0.20 Aliphatic aldehyde Hexanoic acid [0.14]* 0.04* Aliphatic acid Δ3-Carene Monoterpene Biomarker Z. officinale CO2, II Aliphatic aldehyde para-cymene * Monoterpene Limonene Monoterpene 1,8-Cineole [0.79] 0.97 Monoterpenic ether Unknown tr tr Unknown γ-terpinene tr 0.01 Monoterpene cis-linalool oxide (fur.) Monoterpenic alcohol trans-linalool oxide (fur.) 0.03* 0.01 Monoterpenic alcohol para-cymenene [0.03]* 0.01 Monoterpene 2-Nonanone Aliphatic ketone Unknown * Oxygenated monoterpene Rosefuran Monoterpenic ether Linalool Monoterpenic alcohol 2-Nonanol Aliphatic alcohol Bornyl methyl ether 0.02 [0.04]* Monoterpenic ether Camphor * Monoterpenic ketone trans-para-menth-2-en-1-ol Monoterpenic alcohol exo-isocitral 0.04* 0.02 Monoterpenic aldehyde Camphene hydrate [0.04]* 0.03 Monoterpenic alcohol Citronellal Monoterpenic aldehyde Borneol 0.68* 1.58* Monoterpenic alcohol Isoneral [0.68]* 0.03 Monoterpenic aldehyde Unknown 0.08 Oxygenated monoterpene Terpinen-4-ol * Monoterpenic alcohol para-cymen-8-ol 0.02 [0.04]* Monoterpenic alcohol α-terpineol 0.07 [1.58]* Monoterpenic alcohol Myrtenal 0.26 [0.20]* Monoterpenic aldehyde Myrtenol Monoterpenic alcohol trans-piperitol Monoterpenic alcohol Biomarker Z. officinale CO2, III [0.33] 0.25 Aliphatic aldehyde trans-carveol Monoterpenic alcohol Nerol Monoterpenic alcohol Page 3/14

5 Citronellol Monoterpenic alcohol Neral * Monoterpenic aldehyde Geraniol Monoterpenic alcohol Geranial Monoterpenic aldehyde Bornyl acetate Monoterpenic ester 2-Undecanone 0.05 [0.18]* Aliphatic ketone Geranyl formate * Monoterpenic ester 2-Undecanol Aliphatic alcohol 3-Oxo-para-menth-1-en-7-al 0.08 Monoterpenic ketone α-cubebene Sesquiterpene Citronellyl acetate 0.03 [1.51]* Monoterpenic ester Cyclosativene II Sesquiterpene Neryl acetate * Monoterpenic ester α-copaene 0.19 [0.24]* Sesquiterpene Geranic acid Aliphatic acid Unknown 0.03 Unknown Geranyl acetate 0.20* 2.65* Monoterpenic ester β-cubebene [0.20]* 0.02 Sesquiterpene β-elemene * Sesquiterpene Vanillin Simple phenolic γ-4-dimethylbenzenebutyral 0.08 Simple phenolic Dodecanal Aliphatic aldehyde β-caryophyllene 0.04 [0.21]* Sesquiterpene β-copaene Sesquiterpene Unknown 0.13 Unknown trans-α-bergamotene 0.06 [0.21]* Sesquiterpene Sesquisabinene A Sesquiterpene Unknown 0.02 Sesquiterpene α-humulene Sesquiterpene Sesquisabinene B Sesquiterpene (E)-β-Farnesene Sesquiterpene γ-muurolene Sesquiterpene Germacrene D Sesquiterpene ar-curcumene 5.77* 13.68* Sesquiterpene β-selinene [5.77]* 0.03 Sesquiterpene Bicyclosesquiphellandrene? 0.70* [1.02]* Sesquiterpene epi-cubebol [0.70]* 0.04 Sesquiterpenic alcohol α-zingiberene 6.60 [10.01]* Sesquiterpene β-bisabolene 3.14 [10.01]* Sesquiterpene (3E,6E)-α-Farnesene 1.11 [2.65]* Sesquiterpene β-sesquiphellandrene 5.44 [13.68]* Sesquiterpene Unknown Oxygenated sesquiterpene α-elemol Sesquiterpenic alcohol Germacrene B Sesquiterpene cis-sesquisabinene hydrate Sesquiterpenic alcohol β-calacorene 0.14* 0.01 Sesquiterpene (E)-Nerolidol [0.14]* 0.17 Sesquiterpenic alcohol ar-turmerol Sesquiterpenic alcohol Unknown Oxygenated sesquiterpene cis-zingiberenol Sesquiterpenic alcohol Unknown 0.20* 0.05 Oxygenated sesquiterpene γ-eudesmol [0.20]* 0.11 Sesquiterpenic alcohol Page 4/14

6 trans-zingiberenol Sesquiterpenic alcohol β-eudesmol * Sesquiterpenic alcohol α-eudesmol 1.64* 0.20 Sesquiterpenic alcohol Zingerone [1.64]* 1.95 Phenylbutanoid (3E,5E)-7-Hydroxyfarnesene Sesquiterpenic alcohol Zingerone methyl ether Simple phenolic α-bisabolol 0.20 [0.62]* Sesquiterpenic alcohol Unknown Oxygenated sesquiterpene Unknown Oxygenated sesquiterpene Xanthorizzhol? Sesquiterpenic alcohol Unknown 0.18 Oxygenated sesquiterpene Unknown Oxygenated sesquiterpene Unknown 0.20 Oxygenated sesquiterpene Unknown * Oxygenated sesquiterpene Unknown 0.10 Oxygenated sesquiterpene Unknown 0.12 [0.11]* Oxygenated sesquiterpene Cryptomeridiol Sesquiterpenic alcohol Unknown Oxygenated sesquiterpene Unknown 0.18 Oxygenated sesquiterpene Unknown * Oxygenated sesquiterpene Unknown 0.15 [0.95]* Unknown Unknown Oxygenated sesquiterpene Geranyl-para-cymene Diterpene Palmitic acid Aliphatic acid (E,E)-Geranyllinalool Diterpenic alcohol [4]-Shogaol 0.08 Gingerol derivative Unknown 0.04 Gingerol derivative Unknown 0.11 Gingerol derivative Linoleic acid Aliphatic acid Oleic acid [1.36] 0.76 Aliphatic acid [4]-Gingerol 0.19 Gingerol derivative [4]-Isogingerol? 0.51 Gingerol derivative [6]-Isoshogaol? Gingerol derivative 1-(4'-Hydroxy-3'-methoxyphenyl)-7- decen-3-one? 0.08 Gingerol derivative [6]-Paradol 0.27 Gingerol derivative Methyl [6]-isoshogaol? 0.04 Gingerol derivative [6]-Shogaol Gingerol derivative Methyl [6]-shogaol 0.25 Gingerol derivative Acetoxy-[6]-dihydroparadol 0.11 Gingerol derivative Diacetoxy-[4]-gingerdiol 0.13 Gingerol derivative Geranyl laurate Monoterpenic ester [6]-Gingerol Gingerol derivative Unknown 0.56 Gingerol derivative Methyl [6]-gingerol 0.07 Gingerol derivative 1-(4'-Hydroxy-3'-methoxyphenyl)-7- dodecen-3-one? 0.08 Gingerol derivative [8]-Paradol 0.05 Gingerol derivative Acetoxy-[6]-gingerol 0.15 Gingerol derivative Unknown 0.04 Gingerol derivative [6]-Gingerdiol isomer I 0.05 Gingerol derivative [6]-Gingerdiol isomer II 0.33 Gingerol derivative Page 5/14

7 [8]-Shogaol Gingerol derivative 5-Acetoxy-[6]-gingerdiol 0.21 Gingerol derivative Methyl 5-acetoxy-[6]-gingerdiol 0.05 Gingerol derivative Diacetoxy-[6]-gingerdiol 1.70 Gingerol derivative [8]-Gingerdione 0.09 Gingerol derivative 1-Dehydro-[6]-gingerdione 0.13 Gingerol derivative [8]-Gingerol 0.04 Gingerol derivative 1-(4'-Hydroxy-3'-methoxyphenyl)-7- tetradecen-3-one? 0.02 Gingerol derivative [10]-Isoshogaol 2.01 Gingerol derivative [10]-Paradol 0.09 Gingerol derivative Unknown 0.04 Gingerol derivative Unknown 0.15 Gingerol derivative Unknown 1.49 Gingerol derivative [10]-Gingerdione 0.17 Gingerol derivative 1-Dehydro-[8]-gingerdione 0.22 Gingerol derivative [12]-Isoshogaol? 0.10 Gingerol derivative Unknown 0.09 Gingerol derivative [12]-Shogaol 0.23 Gingerol derivative [12]-Gingerdione 0.15 Gingerol derivative 1-Dehydro-[10]-gingerdione 0.15 Gingerol derivative [6]-Gingerdiol neral acetal? 0.05 Gingerol derivative [6]-Gingerdiol geranial acetal 2.02 Gingerol derivative (E)-Gingerenone A 0.57 Gingerol derivative Total identified 68.64% 64.80% *: Two or more compounds are coeluting on this column [xx]: Duplicate percentage due to coelutions, not taken account in the identified total tr: The compound has been detected below 0.005% of total signal. Note: no correction factor was applied Page 6/14

8 This page was intentionally left blank. The following pages present the complete data of the analysis. Page 7/14

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11 FULL ANALYSIS DATA Identification Column DB-5 Column DB-WAX R.T R.I % R.T R.I % 2-Methyl-3-buten-2-ol Hexanal Biomarker Z. officinale CO2, I * Heptanol Tricyclene α-pinene Camphene β-pinene 3.63* Sabinene 3.63* 968 [0.04] 2.35* 1081 [0.26] 6-Methyl-5-hepten-2-one Myrcene Methyl-5-hepten-2-ol Pseudolimonene Octanal 4.14* Hexanoic acid 4.14* 1002 [0.14] 11.73* Δ3-Carene Biomarker Z. officinale CO2, II para-cymene * Limonene ,8-Cineole [0.79] Unknown [m/z 59, 43 (12), 109 (11), 41 (10), 127 (8)...] tr tr γ-terpinene tr cis-linalool oxide (fur.) trans-linalool oxide (fur.) 5.42* para-cymenene 5.42* 1083 [0.03] Nonanone Unknown [m/z 96, 109 (55), 79 (41), 67 (38), 41 (36) * (3)] Rosefuran Linalool Nonanol Bornyl methyl ether * 1229 [0.04] Camphor * trans-para-menth-2-en-1-ol exo-isocitral 6.34* Camphene hydrate 6.34* 1142 [0.04] Citronellal Borneol 6.67* * Isoneral 6.67* 1162 [0.68] Unknown [m/z 109, 79 (18), 81 (15), 91 (12), 77 (10) (3)] Terpinen-4-ol * para-cymen-8-ol * 1800 [0.04] Page 10/14

12 α-terpineol * 1652 [1.58] Myrtenal * 1564 [0.20] Myrtenol trans-piperitol Biomarker Z. officinale CO2, III [0.33] trans-carveol Nerol Citronellol Neral * Geraniol Geranial Bornyl acetate Undecanone * 1557 [0.18] Geranyl formate * Undecanol Oxo-para-menth-1-en-7- al α-cubebene Citronellyl acetate * 1629 [1.51] Cyclosativene II Neryl acetate * α-copaene * 1454 [0.24] Geranic acid Unknown [m/z 139, 69 (63), 83 (53), 43 (49), 41 (39)...] Geranyl acetate 9.93* * β-cubebene 9.93* 1383 [0.20] β-elemene * Vanillin γ-4- Dimethylbenzenebutyral Dodecanal β-caryophyllene * 1545 [0.21] β-copaene Unknown [m/z 43, 83 (81), (64), 41 (53), 55 (43)...] trans-α-bergamotene * 1545 [0.21] Sesquisabinene A Unknown [m/z 139, 69 (43), 91 (42), 41 (36), 81 (36), 43 (36) (5)] α-humulene Sesquisabinene B (E)-β-Farnesene γ-muurolene Germacrene D ar-curcumene 11.26* * β-selinene 11.26* 1481 [5.77] Bicyclosesquiphellandrene? 11.37* * 1666 [1.02] epi-cubebol 11.37* 1489 [0.70] α-zingiberene * 1685 [10.01] Page 11/14

13 β-bisabolene * 1685 [10.01] (3E,6E)-α-Farnesene * 1719 [2.65] β-sesquiphellandrene * 1732 [13.68] Unknown [m/z 177, 159 (67), 41 (43), 91 (43), (41) (t)] α-elemol Germacrene B cis-sesquisabinene hydrate β-calacorene 12.32* (E)-Nerolidol 12.32* 1563 [0.14] ar-turmerol Unknown [m/z 132, 118 (89), 145 (85), 119 (79), 117 (60)...] cis-zingiberenol Unknown [m/z 119, 85 (92), 105 (37), 120 (36), 91 (28) (6)] 13.06* γ-eudesmol 13.06* 1622 [0.20] trans-zingiberenol β-eudesmol * α-eudesmol 13.33* Zingerone 13.33* 1645 [1.64] (3E,5E)-7-Hydroxyfarnesene Zingerone methyl ether α-bisabolol * 2163 [0.62] Unknown [m/z 137, 119 (70), 84 (69), 41 (68), 69 (53), 55 (45), 109 (38) (2)] Unknown [m/z 69, 41 (59), 118 (33), 43 (32), 55 (31) ? (t)] Xanthorizzhol? Unknown [m/z 82, 43 (85), 91 (67), 93 (66), 41 (66), 69 (59), 106 (47) (5)...] Unknown [m/z 105, 148 (87), 91 (83), 135 (78), 131 (76) (21)...] Unknown [m/z 43, 82 (100), 41 (86), 69 (76), 93 (72), 91 (72) (4)...] Unknown [m/z 79, 41 (77), 135 (75), 69 (74), 43 (70) (9)] Unknown [m/z 151, 41 (78), 95 (71), 109 (59), 55 (56), 69 (55) (15)] Unknown [m/z 69, 41 (96), 43 (90), 109 (51), 55 (42), 81 (33)...] * * 2484 [0.11] Page 12/14

14 Cryptomeridiol Unknown [m/z 69, 43 (95), 41 (84), 109 (78), 95 (54), (49) (36), 220 (2)...] Unknown [m/z 109, 69 (58), 43 (56), 41 (42), 135 (37), (27) (5)] Unknown [m/z 125, 41 (88), 109 (76), 69 (76), 151 (68), * (45), 95 (36) (21)] Unknown [m/z 43, 109 (89), 69 (71), 41 (63), 94 (53), * 2846 [0.95] (47), 93 (44)...] Unknown [m/z 125, 41 (86), 151 (78), 109 (67), 69 (63) (22)] Geranyl-para-cymene Palmitic acid (E,E)-Geranyllinalool [4]-Shogaol Unknown [m/z 135, 150 (34), 77 (13), 163 (11) (2)] Unknown [m/z 137, 203 (15), 138 (11), 105 (11), 41 (9) (7), 286? (1)] Linoleic acid Oleic acid [1.36] [4]-Gingerol [4]-Isogingerol? [6]-Isoshogaol? [6]-Paradol Methyl [6]-isoshogaol? [6]-Shogaol Methyl [6]-shogaol Acetoxy-[6]-dihydroparadol Diacetoxy-[4]-gingerdiol Geranyl laurate [6]-Gingerol Unknown [m/z 137, 138 (9), 1-(4'-Hydroxy-3'- methoxyphenyl)-7-decen- 3-one? 316 (6), 122 (5)] Methyl [6]-gingerol (4'-Hydroxy-3'- methoxyphenyl)-7- dodecen-3-one? [8]-Paradol Acetoxy-[6]-gingerol Unknown [m/z 137, 316 (31), 109 (24), 179 (21), Page 13/14

15 gingerdiol Diacetoxy-[6]-gingerdiol [8]-Gingerdione Dehydro-[6]-gingerdione [8]-Gingerol [10]-Isoshogaol [10]-Paradol Unknown [m/z 137, 109 (24), 207 (24), 43 (24) (14)] Unknown [m/z 137, 55 (23), 41 (21), 69 (18), 150 (17), 135 (14) (12)] Unknown [m/z 137, 205 (13), 332 (9), 122 (7)] [10]-Gingerdione Dehydro-[8]-gingerdione [12]-Isoshogaol? Unknown [m/z 137, 138 (8), (20)] [6]-Gingerdiol isomer I [6]-Gingerdiol isomer II [8]-Shogaol Acetoxy-[6]-gingerdiol Methyl 5-acetoxy-[6] (4'-Hydroxy-3'- methoxyphenyl)-7- tetradecen-3-one? 122 (6), 372 (6)] [12]-Shogaol [12]-Gingerdione Dehydro-[10]- gingerdione [6]-Gingerdiol neral acetal? [6]-Gingerdiol geranial acetal (E)-Gingerenone A Total identified 68.64% 64.80% Total reported 77.42% 70.77% *: Two or more compounds are coeluting on this column [xx]: Duplicate percentage due to coelutions, not taken account in the identified total : Peaks apexes were resolved, but peaks overlapped and were summed for analysis tr: The compound has been detected below 0.005% of total signal. Note: no correction factor was applied R.T.: Retention time (minutes) R.I.: Retention index Page 14/14

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