ERTIFICATE OF ANALYSIS GC PROFILING ULL TERPENES

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Date : August 31, 2020

CERTIFICATE OF ANALYSIS – GC PROFILING (FULL TERPENES)

SAMPLE IDENTIFICATION

Internal code : 20H17-APO05

Customer identification : BMK001-B (7)

Type : Plant material

Source : Cannabis sativa

Customer : Apollogreen Inc.

ANALYSIS

Method: Extraction of plant material with pentane, and addition of a methyl octanoate internal

standard for quantitation. Application of a correction factor¹. Analysis with PC-MAT-014 - 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 : August 25, 2020

Checked and approved by :

Alexis St-Gelais, M. Sc., chimiste 2013-174

Notes: This report may not be published, including online, without the written consent from Laboratoire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. The results only describe the samples that were submitted to the assays.

REFERENCE

(1) Cachet, T.; Brevard, H.; Chaintreau, A.; Demyttenaere, J.; French, L.; Gassenmeier, K.; Joulain, D.; Koenig, T.; Leijs, H.; Liddle, P.; et al. IOFI Recommended Practice for the Use of Predicted Relative-Response Factors for the Rapid Quantification of Volatile Flavouring Compounds by GC-FID. Flavour

Fragr. J. 2016, 31 (3), 191–194.

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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CONCLUSION

This sample belongs to a limonene-rich subtype, features germacrene B/gamma-elemene and does not significantly express the bulnesol/guaiol/eudesmol sesquiterpenols.

ANALYSIS SUMMARY

Identification (mg/g) Classe

Isopropyl butyrate tr Aliphatic ester 2,4-Dimethyl-1-heptene 0.01 Alkene (3E)-Hexenol 0.01 Aliphatic alcohol (3Z)-Hexenol tr Aliphatic alcohol (2E)-Hexenol tr Aliphatic alcohol Hexanol 0.04 Aliphatic alcohol 2-Heptanone tr Aliphatic ketone Heptanal 0.01 Aliphatic aldehyde α-Thujene 0.01 Monoterpene Ethyl senecioate 0.01 Aliphatic ester α-Pinene 0.61 Monoterpene α-Fenchene 0.01 Monoterpene Camphene 0.14 Monoterpene Benzaldehyde tr Simple phenolic Isopropyl senecioate 0.13 Aliphatic ester Sabinene 0.01 Monoterpene β-Pinene 1.09 Monoterpene 6-Methyl-5-hepten-2-one tr Aliphatic ketone 2-Pentylfuran tr Furan Myrcene 1.74 Monoterpene α-Phellandrene tr Monoterpene Octanal tr Aliphatic aldehyde Δ3-Carene tr Monoterpene α-Terpinene tr Monoterpene Hexyl acetate 0.02 Aliphatic ester 1,8-Cineole 0.01 Monoterpenic ether Limonene 5.38 Monoterpene para-Cymene 0.01 Monoterpene β-Phellandrene 0.02 Monoterpene (Z)-β-Ocimene 0.02 Monoterpene (E)-β-Ocimene 0.06 Monoterpene Unknown tr Monoterpene γ-Terpinene 0.01 Monoterpene Unknown 0.01 Oxygenated monoterpene 2-Methylbutyl butyrate 0.01 Aliphatic ester cis-Sabinene hydrate 0.03 Monoterpenic alcohol cis-Linalool oxide (fur.) tr Monoterpenic alcohol Octanol 0.01 Aliphatic alcohol Fenchone 0.06 Monoterpenic ketone Terpinolene 0.10 Monoterpene trans-Linalool oxide (fur.) tr Monoterpenic alcohol

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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trans-Sabinene hydrate 0.02 Monoterpenic alcohol Linalool 2.22 Monoterpenic alcohol Unknown tr Unknown endo-Fenchol 0.78 Monoterpenic alcohol trans-Pinene hydrate 0.58 Monoterpenic alcohol cis-Pinene hydrate 0.11 Monoterpenic alcohol Camphene hydrate 0.03 Monoterpenic alcohol Ipsdienol 0.01 Monoterpenic alcohol Hexyl isobutyrate tr Aliphatic ester Borneol 0.18 Monoterpenic alcohol Terpinen-4-ol 0.02 Monoterpenic alcohol meta-Cymen-8-ol tr Monoterpenic alcohol para-Cymen-8-ol tr Monoterpenic alcohol α-Terpineol 0.74 Monoterpenic alcohol Hexyl butyrate 0.03 Aliphatic ester Unknown tr Unknown Octyl acetate 0.02 Aliphatic ester trans-Carveol tr Monoterpenic alcohol Unknown tr Oxygenated monoterpene Citronellol 0.01 Monoterpenic alcohol Unknown tr Oxygenated monoterpene 2-Methylbutyl hexanoate tr Aliphatic ester Hexyl isovalerate tr Aliphatic ester Decenol isomer II tr Aliphatic alcohol Decenol isomer 0.01 Aliphatic alcohol Geraniol 0.01 Monoterpenic alcohol Unknown tr Oxygenated monoterpene Isopiperitenone 0.01 Monoterpenic ketone Decanol tr Aliphatic alcohol Bornyl acetate 0.04 Monoterpenic ester trans-Pinocarvyl acetate tr Monoterpenic ester Thymol tr Monoterpenic alcohol Unknown 0.01 Unknown Unknown 0.01 Unknown (2E,4E)-Decadienol? tr Aliphatic alcohol α-Cubebene 0.01 Sesquiterpene Limonene trans-glycol 0.01 Monoterpenic alcohol α-Terpinyl acetate 0.01 Monoterpenic ester Citronellyl acetate 0.01 Monoterpenic ester α-Ylangene 0.05 Sesquiterpene α-Copaene 0.07 Sesquiterpene Unknown 0.11 Sesquiterpene Unknown 0.33 Sesquiterpene Hexyl hexanoate 0.01 Aliphatic ester Isocaryophyllene tr Sesquiterpene α-Gurjunene tr Sesquiterpene Sesquithujene tr Sesquiterpene β-Caryophyllene 4.36 Sesquiterpene cis-α-Bergamotene 0.12 Sesquiterpene α-Santalene 0.02 Sesquiterpene β-Copaene 0.02 Sesquiterpene Caryophylla-4(12),8(13)-diene 0.01 Sesquiterpene

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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γ-Elemene 0.54 Sesquiterpene trans-α-Bergamotene 0.21 Sesquiterpene α-Guaiene [0.21] Sesquiterpene 6,9-Guaiadiene 0.05 Sesquiterpene Unknown 0.02 Sesquiterpene α-Humulene 1.73 Sesquiterpene Unknown 0.05 Unknown allo-Aromadendrene 0.03 Sesquiterpene (E)-β-Farnesene 0.12 Sesquiterpene Selina-4,11-diene 0.11 Sesquiterpene γ-Muurolene 0.07 Sesquiterpene γ-Curcumene 0.14 Sesquiterpene Unknown 0.32 Sesquiterpene β-Selinene 0.71 Sesquiterpene Bicyclogermacrene 0.17 Sesquiterpene epi-Cubebol tr Sesquiterpenic alcohol α-Selinene 0.76 Sesquiterpene α-Muurolene 0.02 Sesquiterpene δ-Guaiene 0.18 Sesquiterpene β-Bisabolene 0.10 Sesquiterpene Cubebol 0.01 Sesquiterpenic alcohol β-Curcumene 0.10 Sesquiterpene (3E,6E)-α-Farnesene 0.37 Sesquiterpene γ-Cadinene 0.08 Sesquiterpene Eremophila-1(10),7(11)-diene 0.25 Sesquiterpene Spirovetiva-1(10),7(11)-diene 0.30 Sesquiterpene Sesquicineole 0.17 Sesquiterpenic ether δ-Cadinene 0.08 Sesquiterpene β-Sesquiphellandrene 0.02 Sesquiterpene Selina-4(15),7(11)-diene 1.36 Sesquiterpene Unknown 1.97 Sesquiterpene α-Calacorene 0.03 Sesquiterpene Selina-3,7(11)-diene 1.31 Sesquiterpene Isocaryophyllene epoxide B tr Sesquiterpenic ether (E)-α-Bisabolene 0.61 Sesquiterpene Germacrene B 1.74 Sesquiterpene Eudesma-5,7(11)-diene 0.33 Sesquiterpene Caryophyllenyl alcohol 0.05 Sesquiterpenic alcohol (E)-Nerolidol 0.30 Sesquiterpenic alcohol Spathulenol 0.01 Sesquiterpenic alcohol Caryophyllene oxide 0.12 Sesquiterpenic ether Gynuradienol? 0.01 Sesquiterpenic alcohol Unknown 0.02 Oxygenated sesquiterpene Humulene epoxide I 0.01 Sesquiterpenic ether Guaiol 0.01 Sesquiterpenic alcohol Humulene epoxide II 0.06 Sesquiterpenic ether 5,7-diepi-α-Eudesmol 0.01 Sesquiterpenic alcohol Selin-6-en-4α-ol isomer 0.22 Sesquiterpenic alcohol Selin-6-en-4α-ol 0.11 Sesquiterpenic alcohol Unknown 0.04 Oxygenated sesquiterpene Eremoligenol? 0.01 Sesquiterpenic alcohol γ-Eudesmol 0.04 Sesquiterpenic alcohol

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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Caryophylladienol II 0.01 Sesquiterpenic alcohol Hinesol 0.02 Sesquiterpenic alcohol Agarospirol? 0.02 Sesquiterpenic alcohol β-Eudesmol 0.12 Sesquiterpenic alcohol α-Eudesmol 0.03 Sesquiterpenic alcohol Unknown 0.04 Oxygenated sesquiterpene 7-epi-α-Eudesmol 0.01 Sesquiterpenic alcohol 14-Hydroxy-9-epi-(E)-caryophyllene 0.04 Sesquiterpenic alcohol Bulnesol 0.01 Sesquiterpenic alcohol (3Z)-Caryophylla-3,8(13)-dien-5β-ol 0.04 Sesquiterpenic alcohol Unknown 0.04 Oxygenated sesquiterpene α-Bisabolol 0.85 Sesquiterpenic alcohol Juniper camphor 0.31 Sesquiterpenic alcohol 14-Hydroxy-α-humulene 0.01 Sesquiterpenic alcohol Aromadendrane-4,10-diol 0.04 Sesquiterpenic alcohol (2E,6E)-Farnesol 0.02 Sesquiterpenic alcohol Geranyl caproate 0.02 Monoterpenic ester Olivetol 0.03 Simple phenolic Unknown 0.02 Oxygenated sesquiterpene Cryptomeridiol analog II 0.01 Sesquiterpenic alcohol Unknown 0.04 Oxygenated sesquiterpene Unknown 0.03 Oxygenated sesquiterpene Cryptomeridiol 0.02 Sesquiterpenic alcohol Phytadiene analog? tr Diterpene Neophytadiene 0.01 Diterpene Phytone 0.01 Terpenic ketone Phytadiene isomer I 0.06 Diterpene Clovanediol? 0.01 Sesquiterpenic alcohol 6-Methoxymellein? 0.01 Phenylpropanoid ester Phytadiene isomer II 0.01 Diterpene 5-Ethenyl-1,5-bis(4-methyl-3-penten-1-yl)-cyclohexene?

0.01 Diterpene

4-Ethenyl-1,4-bis(4-methyl-3-penten-1-yl)-cyclohexene?

tr Diterpene

meta-Camphorene tr Diterpene Octadecanol 0.01 Aliphatic alcohol Phytol 0.13 Diterpenic alcohol para-Camphorene 0.02 Diterpene

Consolidated total 36.69 mg/g

*: Individual compounds concentration could not be found due to overlapping coelutions on columns considered [xx]: Duplicate percentage due to coelutions, not taken into account in the consolidated total tr: < 0.005 mg/g

Individual compounds contents were corrected following the method of Cachet et al., 2016 (Flavour and Fragrance Journal guidelines). Unknown compounds are expressed in equivalents of internal standard without correction.

About "consolidated" data: The table above presents the breakdown of the sample volatile constituents after applying an algorithm to collapse data acquired from the multi-columns system of PhytoChemia into a single set of consolidated contents. In case of discrepancies between columns, the algorithm is set to prioritize data from the most standard DB-5 column, and smallest values so as to avoid overestimating individual content. This process is semi-automatic. Advanced users are invited to consult the “Full analysis data” table after the chromatograms in this report to access the full untreated data and perform their own calculations if needed.

Unknowns: Unknown compounds’ mass spectral data is presented in the “Full analysis data” table. The occurrence of unknown compounds is to be expected in many samples, and does not denote particular problems unless noted otherwise in the conclusion.

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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FULL ANALYSIS DATA

Identification Column DB-5 Column DB-WAX

R.T R.I mg/g R.T R.I mg/g Isopropyl butyrate 1.86* 841 0.02 1.56 1014 tr 2,4-Dimethyl-1-heptene

1.86* 841 [0.01]

(3E)-Hexenol 1.89 844 0.01 5.60 1334 0.01 (3Z)-Hexenol 2.03 856 tr 5.80 1348 tr (2E)-Hexenol 2.23 873 tr 6.13 1372 tr Hexanol 2.28 877 0.04 5.45 1323 0.04 2-Heptanone 2.46 893 tr 3.06* 1149 0.02 Heptanal 2.59 903 0.01 3.06* 1149 [0.02] α-Thujene 2.93* 926 0.01 1.46† 1004 [0.59] Ethyl senecioate 2.93* 926 [0.02] 3.57 1189 0.01 α-Pinene 3.00 931 0.61 1.40† 998 0.59 α-Fenchene 3.19* 943 0.20 1.66 1024 0.01 Camphene 3.19* 943 [0.20] 1.73 1031 0.14 Benzaldehyde 3.37 955 tr 7.32 1460 tr Isopropyl senecioate

3.54 967 0.13 3.72 1200 0.13

Sabinene 3.61* 972 1.14 2.31 1088 0.01 β-Pinene 3.61* 972 [1.14] 2.13 1070 1.09 6-Methyl-5-hepten-2-one

3.87 988 tr 5.12 1299 tr

2-Pentylfuran 3.94* 994 2.15 3.69 1198 tr Myrcene 3.94* 994 [1.80] 2.91 1137 1.74 α-Phellandrene 4.06 1001 tr 2.80 1129 0.01 Octanal 4.08 1003 tr 4.47 1254 tr Δ3-Carene 4.15 1007 tr 2.60 1113 tr α-Terpinene 4.26 1014 tr 2.97 1142 0.01 Hexyl acetate 4.32 1018 0.02 4.29* 1241 0.16 1,8-Cineole 4.49* 1029 6.34 3.32 1169 0.01 Limonene 4.49* 1029 [5.58] 3.25 1163 5.38 para-Cymene 4.49* 1029 [5.09] 4.11 1228 0.01 β-Phellandrene 4.49* 1029 [5.58] 3.30 1167 0.02 (Z)-β-Ocimene 4.66 1039 0.02 3.78 1205 0.02 (E)-β-Ocimene 4.82 1049 0.06 3.99 1220 0.06 Unknown [m/z 41, 69 (97), 95 (33), 67 (31), 53 (18)...]

4.86 1052 tr 5.91 1356 0.90

γ-Terpinene 4.93 1056 0.01 3.81 1207 0.01 Unknown [m/z 107, 77 (38), 150 (29), 108 (11)]

4.99* 1060 0.02 5.49 1326 0.01

2-Methylbutyl butyrate

4.99* 1060 [0.02] 4.29* 1241 [0.16]

cis-Sabinene hydrate

5.08 1066 0.03 6.92* 1430 0.03

cis-Linalool oxide (fur.)

5.17 1071 tr 6.56 1403 tr

Octanol 5.30 1079 0.01 8.17* 1525 0.03

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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Fenchone 5.33 1081 0.06 5.71 1342 0.05 Terpinolene 5.39* 1085 0.11 4.29* 1241 [0.12] trans-Linalool oxide (fur.)

5.39* 1085 [0.14] 6.92* 1430 [0.03]

trans-Sabinene hydrate

5.59 1097 0.02 7.99 1510 0.02

Linalool 5.72 1106 2.22 8.11* 1520 2.19 Unknown [m/z 43, 59 (37), 79 (33), 91 (32), 119 (31)...]

5.76 1108 tr 9.01 1590 0.04

endo-Fenchol 5.85 1114 0.78 8.42*† 1544 6.04 trans-Pinene hydrate

5.92 1119 0.58 7.93* 1506 0.58

cis-Pinene hydrate 6.22 1137 0.11 8.57 1556 0.13 Camphene hydrate 6.30 1142 0.03 8.49*† 1550 [6.04] Ipsdienol 6.39 1148 0.01 9.58* 1636 0.52 Hexyl isobutyrate 6.43 1151 tr 5.34 1314 tr Borneol 6.63 1163 0.18 9.82* 1655 0.98 Terpinen-4-ol 6.78 1173 0.02 8.54 1554 0.02 meta-Cymen-8-ol 6.86 1178 tr 11.47 1794 tr para-Cymen-8-ol 6.96 1184 tr 11.50 1796 tr α-Terpineol 7.04 1190 0.74 9.82* 1655 [0.98] Hexyl butyrate 7.11 1194 0.03 6.31 1385 0.02 Unknown [m/z 95, 93 (32), 121 (24), 79 (22), 91 (21), 105 (16)... 154 (2)]

7.23 1202 tr 10.95 1750 0.01

Octyl acetate 7.43 1215 0.02 7.09 1443 0.01 trans-Carveol 7.48 1218 tr 11.42 1789 0.01 Unknown [m/z 119, 43 (52), 59 (45), 91 (36), 79 (24), 134 (23)...]

7.52 1221 tr 11.06 1759 0.03

Citronellol 7.69 1232 0.01 10.76* 1733 0.70 Unknown [m/z 137, 152 (28), 43 (25), 91 (24), 109 (23), 119 (19)]

7.74 1235 tr 11.29 1778 tr

2-Methylbutyl hexanoate

7.84 1242 tr 6.96 1433 tr

Hexyl isovalerate 7.90 1246 tr 6.73 1416 tr Decenol isomer II 7.97 1251 tr Decenol isomer 8.01 1254 0.01 Geraniol 8.07 1258 0.01 11.65 1810 0.02 Unknown [m/z 59, 43 (37), 41 (34), 68 (28), 55 (26)... 166? (2)]

8.11 1260 tr

Isopiperitenone 8.17 1264 0.01 11.20 1771 0.02 Decanol 8.35 1276 tr 10.76* 1733 [0.68] Bornyl acetate 8.42 1280 0.04 8.24* 1530 0.22 trans-Pinocarvyl 8.66 1297 tr 9.15 1601 0.04

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

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acetate Thymol 8.74 1302 tr 15.13 2134 0.01 Unknown [m/z 93, 111 (86), 43 (70), 110 (55), 59 (53), 69 (52), 41 (47)...]

8.80 1306 0.01 13.51 1977 tr

Unknown [m/z 69, 41 (75), 55 (58), 83 (33), 121 (33)...]

8.92 1314 0.01

(2E,4E)-Decadienol? 8.96 1317 tr α-Cubebene 9.33* 1343 0.03 6.78 1420 0.01 Limonene trans-glycol

9.33* 1343 [0.04] 15.97 2218 0.01

α-Terpinyl acetate 9.41 1348 0.01 9.69* 1644 0.18 Citronellyl acetate 9.49 1354 0.01 9.44* 1624 0.14 α-Ylangene 9.62 1364 0.05 7.04 1439 0.05 α-Copaene 9.68 1368 0.07 7.15 1447 0.01 Unknown [m/z 105, 120 (94), 119 (74), 161 (60), 91 (39), 93 (32)... 204 (20)]

9.89 1382 0.11

Unknown [m/z 108, 91 (77), 93 (69), 107 (62), 105 (58), 79 (56)... 204 (26)]

9.96 1387 0.33 7.93* 1506 [0.66]

Hexyl hexanoate 10.00 1390 0.01 8.85 1577 0.01 Isocaryophyllene 10.12 1398 tr 8.17* 1525 [0.02] α-Gurjunene 10.15 1401 tr 7.62 1482 tr Sesquithujene 10.19 1404 tr 8.11* 1520 [1.89] β-Caryophyllene 10.31* 1413 4.48 8.42*† 1544 [5.23] cis-α-Bergamotene 10.31* 1413 [4.48] 8.24* 1530 [0.17] α-Santalene 10.36 1416 0.02 8.24* 1530 [0.17] β-Copaene 10.41* 1420 0.03 8.42*† 1544 [5.23] Caryophylla-4(12),8(13)-diene

10.41* 1420 [0.03] 8.66 1563 0.01

γ-Elemene 10.52 1428 0.54 9.06 1594 0.55 trans-α-Bergamotene

10.56* 1431 0.21 8.42*† 1544 [5.23]

α-Guaiene 10.56* 1431 [0.21] 8.49*† 1550 [5.23] 6,9-Guaiadiene 10.63 1436 0.05 8.64 1561 0.04 Unknown [m/z 91, 161 (92), 105 (85), 119 (63), 133 (53), 79 (49), 204 (46)]

10.66 1439 0.02 8.80 1573 0.01

α-Humulene 10.75* 1446 1.77 9.33 1615 1.73 Unknown [m/z 79, 67 (75), 93 (47), 81 (47), 55 (46), 41 (43)...]

10.75* 1446 [2.35]

allo-Aromadendrene

10.82 1451 0.03 8.98 1588 0.05

(E)-β-Farnesene 10.89 1456 0.12 9.58* 1636 [0.44]

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Selina-4,11-diene 11.05† 1468 0.18 9.44* 1624 [0.11] γ-Muurolene 11.07† 1470 [0.18] 9.58* 1636 [0.44] γ-Curcumene 11.15† 1475 1.09 9.69* 1644 [0.14] Unknown [m/z 189, 133 (75), 91 (71), 105 (69), 93 (44)... 204 (33)]

11.18*† 1477 [1.46] 9.58* 1636 [0.58]

β-Selinene 11.18*† 1477 [1.09] 9.90† 1661 0.88 Bicyclogermacrene 11.31* 1487 0.92 10.08* 1677 0.28 epi-Cubebol 11.31* 1487 [1.01] 11.95 1836 tr α-Selinene 11.31* 1487 [0.92] 9.97 1668 0.76 α-Muurolene 11.40 1494 0.02 10.08* 1677 [0.28] δ-Guaiene 11.48 1499 0.18 9.92† 1664 [0.88] β-Bisabolene 11.56 1506 0.10 10.17 1684 0.10 Cubebol 11.59* 1509 0.52 12.58 1891 0.01 β-Curcumene 11.59* 1509 [0.48] 10.26 1691 0.10 (3E,6E)-α-Farnesene 11.59* 1509 [0.48] 10.54 1715 0.37 γ-Cadinene 11.59* 1509 [0.48] 10.38 1701 0.08 Eremophila-1(10),7(11)-diene

11.61* 1510 0.55 10.08* 1677 [0.28]

Spirovetiva-1(10),7(11)-diene

11.61* 1510 [0.55] 10.10 1678 0.30

Sesquicineole 11.67 1515 0.17 10.34 1698 0.03 δ-Cadinene 11.71 1518 0.08 10.40 1703 0.04 β-Sesquiphellandrene

11.74 1520 0.02 10.60* 1719 1.50

Selina-4(15),7(11)-diene

11.83 1527 1.36 10.65* 1724 2.67

Unknown [m/z 189, 204 (92), 161 (65), 133 (51), 105 (51), 91 (51), 119 (45)]

11.90*† 1533 3.83 10.60* 1719 [1.99]

α-Calacorene 11.90*† 1533 [2.74] 12.13 1852 0.03 Selina-3,7(11)-diene 11.93† 1535 [2.88] 10.65* 1724 [2.67] Isocaryophyllene epoxide B

12.00* 1541 0.71 12.09 1848 tr

(E)-α-Bisabolene 12.00* 1541 [0.64] 10.76* 1733 [0.61] Germacrene B 12.10 1549 1.74 11.16* 1768 1.99 Eudesma-5,7(11)-diene

12.18 1555 0.33 11.16* 1768 [1.99]

Caryophyllenyl alcohol

12.26 1561 0.05 13.63 1988 0.02

(E)-Nerolidol 12.28 1563 0.30 13.82 2006 0.28 Spathulenol 12.34 1568 0.01 14.39 2061 tr Caryophyllene oxide

12.39 1572 0.12 12.79 1910 0.11

Gynuradienol? 12.48 1578 0.01 Unknown [m/z 163, 91 (95), 178 (90), 93 (68), 1078 (66)... 220 (6)]

12.54 1583 0.02 12.87 1918 0.01

Humulene epoxide 12.60 1588 0.01 13.15 1944 0.01

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I Guaiol 12.66 1593 0.01 14.14 2037 0.01 Humulene epoxide II

12.72 1597 0.06 13.34 1961 0.05

5,7-diepi-α-Eudesmol

12.77 1601 0.01 14.57 2078 0.03

Selin-6-en-4α-ol isomer

12.88 1610 0.22 14.83 2104 0.20

Selin-6-en-4α-ol 12.92 1613 0.11 15.66 2186 0.06 Unknown [m/z 205, 202 (77), 43 (68), 59 (66), 95 (65), 91 (62), 105 (58)... 220 (12)]

12.96 1617 0.04 15.29 2150 0.01

Eremoligenol? 13.01 1621 0.01 14.89 2109 0.01 γ-Eudesmol 13.04 1624 0.04 14.92 2113 0.02 Caryophylladienol II 13.10 1629 0.01 16.08* 2229 0.32 Hinesol 13.12 1630 0.02 15.07 2127 0.01 Agarospirol? 13.17 1634 0.02 15.18* 2139 0.04 β-Eudesmol 13.23 1639 0.12 15.45* 2166 0.88 α-Eudesmol 13.30* 1645 0.12 15.36* 2156 0.04 Unknown [m/z 202, 187 (89), 121 (45), 105 (42), 93 (40), 95 (38)...]

13.30* 1645 [0.15] 15.63 2183 0.04

7-epi-α-Eudesmol 13.37 1651 0.01 15.45* 2166 [0.88] 14-Hydroxy-9-epi-(E)-caryophyllene

13.43 1656 0.04 16.43 2265 0.15

Bulnesol 13.49 1661 0.01 15.32 2152 0.01 (3Z)-Caryophylla-3,8(13)-dien-5β-ol

13.56 1666 0.04 16.84* 2309 0.08

Unknown [m/z 59, 161 (78), 105 (63), 107 (53), 81 (50)...]

13.62 1672 0.04 15.18* 2139 [0.05]

α-Bisabolol 13.74 1681 0.85 15.45* 2166 [0.88] Juniper camphor 13.80 1687 0.31 16.08* 2229 [0.32] 14-Hydroxy-α-humulene

14.00 1703 0.01 17.53 2383 0.01

Aromadendrane-4,10-diol

14.08 1710 0.04 16.84* 2309 [0.08]

(2E,6E)-Farnesol 14.20 1721 0.02 16.84* 2309 [0.07] Geranyl caproate 14.60 1755 0.02 14.28 2050 0.01 Olivetol 14.64 1759 0.03 Unknown [m/z 162, 147 (82), 161 (59), 59 (51), 121 (48), 105 (42), 119 (37)... 220 (6)]

14.84 1776 0.02 19.01 2549 0.02

Cryptomeridiol analog II

14.92 1783 0.01 19.27* 2579 0.15

Unknown [m/z 202, 187 (91), 93 (70), 91 (69), 105 (67)...]

14.99 1789 0.04 18.52 2493 0.04

Plant material, Cannabis sativa Report prepared for Internal code: 20H17-APO05 BMK001-B (7) Apollogreen Inc.

Page 13/13

Unknown [m/z 109, 123 (96), 127 (95), 55 (87), 81 (85), 41 (69)...220 (5)]

15.07 1796 0.03

Cryptomeridiol 15.15 1803 0.02 19.85 2647 tr Phytadiene analog? 15.42 1828 tr Neophytadiene 15.56 1840 0.01 12.63 1896 0.01 Phytone 15.61 1845 0.01 14.74 2094 0.02 Phytadiene isomer I 15.64 1848 0.06 Clovanediol? 15.73 1856 0.01 6-Methoxymellein? 15.83 1865 0.01 Phytadiene isomer II

16.01 1882 0.01

5-Ethenyl-1,5-bis(4-methyl-3-penten-1-yl)-cyclohexene?

16.14 1893 0.01

4-Ethenyl-1,4-bis(4-methyl-3-penten-1-yl)-cyclohexene?

16.34 1913 tr

meta-Camphorene 16.72 1949 tr 15.36* 2156 [0.03] Octadecanol 18.12 2086 0.01 19.18 2568 0.01 Phytol 18.40 2116 0.13 19.27* 2579 [0.13] para-Camphorene 15.78 2198 0.02 *: Two or more compounds are coeluting on this column [xx]: Duplicate percentage due to coelutions, not taken into account in the consolidated 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.

Individual compounds contents were corrected following the method of Cachet et al., 2016 (Flavour and Fragrance Journal guidelines). Unknown compounds are expressed in equivalents of internal standard without correction.

R.T.: Retention time (minutes) R.I.: Retention index