8.4 Sweet Mary's Charms II

 

A summary of the extensive work done  on the paper Constituents of Cannabis Sativa L XVII, A Review of the Natural Constituents, by Turner, Elsohly, and Boeren at the Research Institute of Pharmaceutical Sciences, School of Pharmacy,

University of Mississippi.

Dr. Fischedick was kind enough to provide me with a copy of a paper done at Old Miss, as part of my research on the THC and CBN cycles.  A lengthy tome, which details the 421 compounds they found in Sweet Mary, ranging from our beloved cannabinoids,  terpenes, and flavonoids, to alkaloids and Alkane hydrocarbons.

To say that I was blown away, would be an understatement, and puts new meaning to the term "Whole Plant Extract."

ASP Publications can provide the whole article at: http://pubs.acs.org/doi/abs/10.1021/np50008a001

For those of ya'll looking for an arms around view, check out the following table that I whomped up from their excellent work:

COMPOUNDS IN SWEET MARY

NO

COMPOUND

QTY

1.0  Cannabinoids

 

1.1

Cannabigerol (CBG) type

6

1.1.1

Cannabigerolic acid

 

1.1.2

Cannabigerolic acid monomethylether

 

1.1.3

Cannabigerol

 

1.1.4

Cannabigerol monomethylether

 

1.1.5

Cannabigerovarinic acid

 

1.1.6

Cannabigerovarin

 
 

1.2

Cannabichromene (CBC) type

4

1.2.1

Cannabichromenic acid

 

1.2.2

Cannabichromene

 

1.2.3

Cannabichromevarinic acid

 

1.2.4

Cannabichromevarin

 
 

1.3

Cannabidiol (CBD) type

7

1.3.1

Cannabidiolic acid

 

1.3.2

Cannabidiol

 

1.3.3

Cannabidiol monomethylether

 

1.3.4

Cannabinidiol-c-4

 

1.3.5

Cannabidivarinic acid

 

1.3.6

Cannavidivarin

 

1.3.7

Cannabvidiorcol

 
 

1.4

D9-Tetrahydrocannabinol (d9-THC) type

9

1.4.1

d-9-(trans)-Tetrahydrocannabonolic acid A

 

1.4.2

d-9-(trans)-Tetrahydrocannabonolic acid B

 

1.4.3

d-9-(trans)-Tetrahydrocannabinol

 

1.4.4

d-9-(trans)-Tetrahydrocannabonolic acid-C4

 

1.4.5

d-9-(trans)-Tetrahydrocannabinol-C-4

 

1.4.6

d-9-(trans)-Tetrahydrocannabivarinic acid

 

1.4.7

d-9-(trans)-Tetrahydrocannabivarin

 

1.4.8

d-9-(trans)-Tetrahydrocannabiorcolic acid

 

1.4.9

d-9-(trans)-Tetrahydrocannabiorcol

 
 

1.5

D8 Tetrahydrocannabinol (d8-THC)  type

2

1.5.1

d-8(trans)-Tetrahydrocannabinolic acid

 

1.5.2

d-8(trans)-Tetrahydrocannabinol

 
 

1.6

Cannabicyclol (CBL) type

3

1.6.1

Cannabicyclolic acid

 

1.6.2

Cannabicyclo

 

1.6.3

Cannavicclovarin

 
 

1.7

Cannabielsoin (CBE) type

3

1.7.1

Cannabielsoic acid A

 

1.7.2

Cannabielsoic acid B

 

1.7.3

Cannabielsoin

 
 

1.8

Cannabinol (CBN) type

6

1.8.1

Cannabinolic acid

 

1.8.2

Cannabinol

 

1.8.3

Cannabinol methylether

 

1.8.4

Cannabinol-C-4

 

1.8.5

Cannabivarin

 

1.8.6

Cannabiorcol

 
 

      1.9

Cannabinodiol (CBND) type

2

1.9.1

Cannabinodiol

 

1.9.2

Cannabinodivarin

 
 

1.10

Cannabitriol (CBT) type

6

1.10.1

(-) Cannabitriol

 

1.10.2

(+) Cannabitriol

 

1.10.3

9-10-ethoxy-9-hydroxy-d6 tetrahydrocannabinol

 

1.10.4

10-ethoxy-9-hydroxy-d6-tetrahydrocannabinol

 

1.10.5

8-9-dihydroxy-d6-tetrahydrocannabinol

 

1.10.6

Cannabidiolic acid tetrahydrocannabitriol ester (CBD-THO)(CBDA ester at 9-OH group

 
 

1.11

Misc cannabinoids -Recently added

4

1.11.1

Cannabichromanone-C3

 

1.11.2

Cannabielsoin-C3

 

1.11.2

Cannabielsoin acid B-C3

 

1.11.4

Cannabicumaronone

 
 

1.12

Miscellaneous types

9

1.12.1

Dehydrocannabifuran

 

1.12.2

Cannabifuran

 

1.12.3

Cannabichromanon

 

1.12.4

Cannabicitran

 

1.12.5

10-Oxo-d6 Tetrahydrocannabinol

 

1.12.6

D9-(6a, 10a, cis)-Tetrahydrocannabinol

 

1.12.7

3,4,5,6-Tetrahydro-7-hydroxy-2-trimethyl-9-n-propyl-2-6-methano-2H-1-benzoxocin-5-methanol

 

1.12.8

(-)=(6aR,9S,10S,10aR)-9,10-Dihydroxyhexa-hydrocannabinol [Cannabiripsol]

 

1.12.9

6a,7.10a-Trihydroxy d9-tetrahydrocannabinol

 
 

2.0  Nitrogenous Compounds

20

2.1

Quaternary bases

5

2.1.1

Choline

 

2.1.2

Trigonelline

 

2.1.3

Muscarinew

 

2.1.4

L-(+) isoleucine betaine

 

2.1.5

Neurine

 
 

2.1

Amides

1

2.1.1

N-(p-hydroxy-b-phenylethyl)-p-hydroxy-(trans)-cinnamide

 
 

2.2

Amines

12

2.2.1

Piperidine

 

2.2.2

Hordenine

 

2.2.3

Amonia

 

2.2.4

Methylamine

 

2.2.5

Ethylamine

 

2.2.6

n-propylamine

 

2.2.7

n-Butylamine

 

2.2.8

Iso-butylamine

 

2.2.9

Sebutylamine

 

2.2.10

Dimethylamine

 

2.2.11

Diethylamine

 

2.2.12

Pyrrolidine

 
 

2.3

Spermidine alkaloids

2

2.3.1

Cannabisativine

 

2.3.2

Anhydrocannabisatacvine

 
 

3.0  Amino Acids

18

3.1

Alanine

 

3.2

Asparic acid

 

3.3

Cystine

 

3.4

Glutamic acid

 

3.5

Glycene

 

3.6

Serine

 

3.7

Arginine

 

3.8

Histidine

 

3.9

Isoleucine

 

3.10

Leucine

 

3.11

Lycine

 

3.12

Mtthionine

 

3.13

Phenylalanine

 

3.14

Proline

 

3.15

Threonine

 

3.16

Tryptophane

 

3.17

Tyrosine

 

3.18

Valine

 
     

4.0  Proteins, glycoproteins, and enzymes

9

4.1

Edestin

 

4.2

Zeatin

 

4.3

Zeatin nucleoside

 

4.4

Edestinase

 

4.5

Glucosidase (emulsin)

 

4.6

Polyphenol oxidase

 

4.7

Peptidase (ereptase)

 

4.8

Peroxidase

 

4.9

Adenosine-5-Phosphatase

 
 

5.0  Sugars and related compounds

34

5.1

Mosaccharides

13

5.1.1

Arabinose

 

5.1.2

Frutose

 

5.1.3

Galactose

 

5.1.4

Galacturonic acid

 

5.1.5

a-D-glucose

 

5.1.6

b-D-glucose

 

5.1.7

Altro-Heptulose (sedo-heptulose)

 

5.1.8

D-mano-heotulose

 

5.1.9

Mannose

 

5.1.10

D-glycerol-D-manno-Octulose

 

5.1.11

Rhamnose

 

5.1.12

Ribose

 

5.1.13

Xylose

 
 

5.2

Disaccharides

2

5.2.1

Sucrose (saccharose)

 

5.2.2

Maltose

 
 

5.3

Polysaccharides

5

5.3.1

Raffinose (oligosaccharide)

 

5.3.2

Cellulose

 

5.3.3

Hemicellulose

 

5.3.4

Pectin

 

5.3.5

Xylan

 
     

5.4

Cyclitols

12

5.4.1

Arabitol (arabinitol)

 

5.4.2

Erythritol

 

5.4.3

Galactitol

 

5.4.4

Glycerol

 

5.4.5

Mannitol

 

5.4.6

Ribitol

 

5.4.7

Sorbitol

 

5.4.8

Xylitol

 

5.4.9

D (-) Bornesitol

 

5.4.10

(+) Inositol

 

5.4.11

Myo-Inositol

 

5.4.12

(+) Quebrachitol (1L-2-O-methyl-chiro-inositol

 
 

5.5

Aminosugars

2

5.5.1

Galactosamine

 

5.5.2

Glucosamine

 
 

6.0  Hydrocarbons

50

6.1

C9H20 n-Nonane

 

6.2

C10H22 n-Decane

 

6.3

C11H24 n-Undecane

 

6.4

C12H26 n-Dodecane

 

6.5

C13H25 n-Tridecane

 

6.6

C14H30 n-Tetradecane

 

6.7

C15H32 3,6-Dimethyl-tridecane

 

6.8

C15H32 n-Pentadecane

 

6.9

C16H34 2,6-Dimethyl-tetradecane

 

6.10

C16H34 n-Hexadecane

 

6.11

C17H36 n-Heptadecane 

 

6.12

C18H38 2,6-Dimethyl-hexadecane

 

6.13

C18H38 n-Octadecane

 

6.14

C19H40 3,6-Dimethyl-heptadecane

 

6.15

C19H40 3,7-Dimethyl-heptadecane

 

6.16

C19H40 n-Nonadecane

 

6.17

C20H42 3,6-Dimethyl-octadecane

 

6.18

C20H42 3,7-Dimethyl-octadecane

 

6.19

C20H42 n-Eicosane

 

6.20

C21H44 n-Heneicosane

 

6.21

C22H46 3-Methyl-heneicosane

 

6.22

C22H46 n-Docosane

 

6.23

C23H48 n-Tricosane

 

6.24

C24H50 3-Methyl-tricosane

 

6.25

C24H50 n-Tetrasane

 

6.26

C25H52  2-Methyl-tetrasane

 

6.27

C-25H52  n-Pentacosane 

 

6.28

C26H54  n-Hexacosane

 

6.29

C26H54 3-Methyl-pentacosane

 

6.30

C27H56 2-Methyl-hexacosane

 

6.31

C27H56 n-Heptacosane

 

6.32

C28H58 n-Octacosane

 

6.33

C29H60 2-Methyl-octacosane

 

6.34

C29H60 9-Methyl-octacosane

 

6.35

C29H60 n-Nonacosane

 

6.36

C31H64 3-Methyl-triacontane

 

6.37

C30H62 n-Triacontane

 

6.38

C32H66 2-Methyl-hentriacontane

 

6.39

C31H64 n-Hentriacontane

 

6.40

C32H66 3-Methyl-hentriacontane

 

6.41

C32H66 n-Dotriacontane

 

6.42

C33H68 2-Methyl-dotriacontane

 

6.43

C33H68 n-Tritracontane

 

6.44

C34H70 Tetra-triacaontane

 

6.45

C35H72 Pentatriacontane

 

6.46

C36H74 Hexatriacontane

 

6.47

C37H76 Heptatriacontane

 

6.48

C38H78 Octatriacontane

 

6.49

C39H80 Nonatriacontane

 

6.50

   
 

7.0  Simple Alcohols

7

7.1

Methanol

 

7.2

Ethanol

 

7.3

1-Octene-3-01

 

7.4

Octanol-1

 

7.5

Octanol-3

 

7.6

Nonanol-1

 

7.7

Hexadecanol-1

 
     

8.0  Simple Aldehydes

12

8.1

Acetaldehyde

 

8.2

Isobutyraldehyde

 

8.3

Pentanal

 

8.4

Hexanal

 

8.5

Heptanal

 

8.6

Octanal

 

8.7

Nonanal

 

8.8

Decanal

 

8.9

Undecanal

 

8.10

Dodecanal

 

8.11

Tridecanal

 

8.12

p-Ethylbenzaldehyde

 
     

9.0  Simple Ketones

13

9.1

Acetone

 

9.2

Heptanone-2

 

9.3

2-Methyl-2-heptene-6-one

 

9.4

Decanone-2

 

9.5

Undecanone-2

 

9.6

Dodecanone-2

 

9.7

Pentadecanone-2

 

9.8

Octanone-3

 

9.9

2,2,6-Trimethyl cyclohexanone

 

9.10

2,2,6-Trimethyl-5-cyclohexenone

 

9.11

3-Decene-5-one

 

9.12

6,10-Dimethyl undecanone-2

 

9.13

6,10,14-Trimethyl pentadecanone-2

 
     

10.0  Simple Acids

20

10.1

Arabinic

 

10.2

Azelaic

 

10.3

Trans-Cinnamic

 

10.4

Citric

 

10.5

Glucaric

 

10.6

Gluconic

 

10.7

Glyceric

 

10.8

p-Hydroxybezoic

 

10.9

p-Hydroxycinnamic (p-Coumaric)

 

10.10

Isocritic

 

10.11

Malic

 

10.12

Malonic

 

10.13

2-C-Methylaldotetronic

 

10.14

3-Methoxy-4-hydroxycinnamic (Ferulic)

 

10.15

Phosphoric

 

10.16

Pyroglutamic

 

10.17

Quinic

 

10.18

Succinic

 

10.19

Threonic

 

10.20

Vanillic

 
     

11.0  Fatty Acids

12

11.1

Arachidic

 

11.2

Behenic

 

11.3

Eicosadienic

 

11.4

Eicosemic

 

11.5

Linoleic

 

11.6

Linolenic

 

11.7

Myristic

 

11.8

Oleic

 

11.9

Palitoleic

 

11.10

Palmitoleic

 

11.11

Sativic

 

11.12

Stearic

 
     

12.0  Simple esters and lactones

13

12.1

Benzyl acetate

 

12.2

p-Ethyl benzyl acetate

 

12.3

Cis-3-Hexenyl caproate

 

12.4

Hexyl acetate

 

12.5

Hexyl butyrate

 

12.6

Hexyl caproate

 

12.7

Hexyl Isobutyrate

 

12.8

Methl acetate

 

12.9

2-C-Methyl-aldotetronolact one

 

12.10

Methyl linoleate

 

12.11

Methyl palmitate

 

12.12

Methyl salicylate

 

12.13

Octyl caproate

 
     

13.0  Steroids

11

13.1

Campesterol

 

13.2

Campest-5-en-3b-ol-7-one

 

13.3

Campest-4-en-3-one

 

13.4

Ergosterol

 

13.5

b-Sitosterol

 

13.6

5-Stigmast a-7, 24(28)-dien-3b-ol

 

13.7

Stigmasta-5,22-dien-3b-ol-7-one

 

13.8

Stigmasta-4, 22-dien-3-one

 

13.9

Stigmast-5-en-3b-ol-7-one(7-Keto-b-sitosterol)

 

13.10

Sigmast-4-en-3-one

 

13.11

Stigmastaterol

 
     

14.0  Terpenes

103

14.1

Monoterpenes

58

14.1.1

Borneol

 

14.1.2

Bornyl acetate

 

14.1.3

Camphene

 

14.1.4

Camphenehydrate

 

14.1.5

Camphor

 

14.1.6

d-8 Carene

 

14.1.7

d-4 Carene

 

14.1.8

Carvacrol

 

14.1.9

Carvone

 

14.1.10

b-Cyclocitral

 

14.1.11

1,4-Cineol

 

14.1.12

1,8-Cineol

 

14.1.13

Citral B

 

14.1.14

Citronellol

 

14.1.15

p-Cymene

 

14.1.16

p-Cymene-8-ol

 

14.1.17

Dihydrocarveyl acetate

 

14.1.18

Dihydrocarvone

 

14.1.19

Fenchyl alcohol

 

14.1.20

Fenchone

 

14.1.21

Geraniol

 

14.1.22

Geranyl acetone

 

14.1.23

Limonene

 

14.1.24

Linalool

 

14.1.25

cis-Linalool oxide

 

14.1.26

trans-Linalool oxide

 

14.1.27

m-Metha-1,8(9)-dien-5-ol

 

14.1.28

1-Mentha-1-4-iso-propenylbenzene

 

14.1.29

Myrcene

 

14.1.30

Nerol

 

14.1.31

Nerolidol

 

14.1.32

Cis-b-Ocimene

 

14.1.33

Perillene

 

14.1.34

a-Phellandrene

 

14.1.35

b-Phellandrene

 

14.1.36

3-Phenyl-2-Methyl-prop-1-ene

 

14.1.37

a-Pinene

 

14.1.38

b-Pinene

 

14.1.39

a-Pinene oxide

 

14.1.40

Pinocarveol

 

14.1.41

Pinocarvone

 

14.1.42

Piperitenone

 

14.1.43

Piperitone oxide

 

14.1.44

Piperitenone oxide

 

14.1.45

Pulegone

 

14.1.46

Sabinene

 

14.1.47

trans-Sabinene hydrate

 

14.1.48

Sabinol

 

14.1.49

Safranal

 

14.1.50

a-Thujene

 

14.1.51

a-Terpinene

 

14.1.52

y-Terpinene

 

14.1.53

a-Terpinene-4-ol

 

14.1.54

a-Terpinolene

 

14.1.55

a-Terpineol

 

14.1.56

Thujyl alcohol

 

14.1.57

   

14.1.58

   
 

14.2

Sesquiterpenes

38

14.2.1

Allo-aromadendrene

 

14.2.2

a-trans-Bergamotene

 

14.2.3

b-Bisabolene

 

14.2.4

a-Bisabolol

 

14.2.5

Calamene

 

14.2.6

Caryophyllene

 

14.2.7

a-Caryophyllene (Humulene)

 

14.2.8

b-Caryophyllene

 

14.2.9

Iso-Caryophyllene

 

14.2.10

a-Caryophyllene alcohol (Caryophyllene epoxide)

 

14.2.11

a-Cedrene

 

14.2.12

y-Cadinene

 

14.2.13

b-Cadinene

 

14.2.14

a-Copaene

 

14.2.15

a-Cubenbene

 

14.2.16

a-Curcumene

 

14.2.17

y-Elemene

 

14.2.18

y-Eudesmol

 

14.2.19

b-Farnesene

 

14.2.20

(Z)-b-Farnesene

 

14.2.21

trans-trans-a-Farnesene

 

14.2.22

Farnesol

 

14.2.23

Farnesyl Acetone

 

14.2.24

a-Gurjunene

 

14.2.25

Guaiol

 

14.2.26

b-Humulene

 

14.2.27

Humulene epoxide I

 

14.2.28

Humulene epoxide II

 

14.2.29

Ledol

 

14.2.30

Longifolene

 

14.2.31

Nerolidol

 

14.2.32

Epi-b-Santalene

 

14.2.33

a-Selinene

 

14.2.34

b-Selinene

 

14.2.35

Selina-3,7(11)-diene

 

14.2.36

Selina-4(14),7(11)-diene

 

14.2.37

   

14.2.38

   
 

14.3

Diterpenes

1

14.3.1

Phytol

 
 

14.4

Triterpenes

2

14.4.1

Friedelin (Friedelan-3-one)

 

14.4.2

Epifriedelanol

 
 

14.5

Misc compounds of terpene origin

4

14.5.1

Vomifoliol (blumenol A)

 

14.5.2

Dihydrovomifoliol (blumenol B)

 

14.5.3

b-Ionone

 

14.5.4

Dihydroactinidiolide

 
     

15.0  Non cannabinoid phenols

16

15.1

Acetylcannaispirol

 

15.2

Cannabispiradienone

 

15.3

b-Cannabispiranol (cannaispirol)

 

15.4

Cannabispirenone (Dehydrocannavispiran)

 

15.5

Cannabispirenone-isomer

 

15.6

Cannabispirone (Cannabispiran)

 

15.7

3-[2-(4-hydroxyphenyl) ethyl]-5-Methoxyphenol

 

15.8

3-[2-(3-hydroxy-4-methoxyphenyl) ethyl]-5-methoxyphenol

 

15.9

3-[2-(3-isoprenyl-4-hydroxy-5-methoxy-phenyl) ethyl]-5-methoxyphenol

 

15.10

3-[2-(2-isoprenyl-3-hydroxy-4-methoxyphenyl)ethyl]-5-methoxyphenol (canniprene)

 

15.11

Cannabidihydrophenanthrene

 

15.12

Eugenol

 

15.13

iso-Eugenol

 

15.14

cis-Antethol

 

15.15

trans-Anethol

 

15.16

Methyleugenol

 
     

16.0  Flavanoidglycosides

19

16.1

Apigenin-7-O-p-coumarylglucoside

 

16.2

Apiginin-7-O-glucoside (Cosmosioside)

 

16.3

Apigenin-O-glucoside

 

16.4

Isovitexin-7-O-Glucoarabinoside

 

16.5

Isovitexin-O-glucoside

 

16.6

Isovitexin-7-rhamnoglucoside

 

16.7

Kaempferol-O-glycoside(s)

 

16.8

Luteolin-O-glucoside

 

16.9

Orientin

 

16.19

Orientin-7-O-glucoside

 

16.11

Orientin-O-glucoside

 

16.12

Orientin-7-O-rhamnoglucoside

 

16.13

Quercetin-O-glucoside(s)

 

16.14

Vitexin-7-O-(6"-glucoside)

 

16.15

Vitexin-O-glucoside

 

16.16

Vitexin-O-rhamnoglucoside

 

16.17

2"-O-Glucopyranosylorientin

 

16.18

2"-O-glucopyranosylvitexin

 

16.19

   

.

17.0  Vitamins

1

17.1

Vitamin K

 
     

18.0  Pigments

2

18.1

Carotene

 

18.2

Zanthophylls

 
     

19.0  Total Compounds

421

 

 


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