Classification of Natural Products based on molecular skeleton

Classification of Naturally Occurring Compounds According to Number of carbon atoms in the molecule.

# of Carbon Atoms

Carbon Skeleton

Possible Groupings

5

C5

Isoprenoids

6

C6

Simple phenols

7

C6 – C1

Phenolic acids

8

C6 – C2

Acetophenones; phenylacetic acid

9

C6 – C3

Cinnamic acid derivatives; phenyl propenes; coumarins, isocoumarins, chromenes

10

C6 – C4

C5 – C5

Naphthoquinones

Monoterpenes

13

C6 – C1 – C6

xanthones

14

C6 – C2 – C6

Stilbenes, anthraquinones

15

C6 – C3 – C6

C5 – C5 – C5

Flavonoids, isoflavonoids, neoflavonoids

Sesquiterpenoids

18

(C6 – C3) 2

Lignans

20

(C5 – C5) 2

Diterpenes

24

C6 – C3 – C6 – C3 – C6

Complex flavonoids

30

(C6 – C3 – C6) 2

(C5 – C5) 3

Biflavonoids

Triterpenoids

40

(C5 – C5) 4

Carotenoids

n

(C6 – C3) n

(C6 – C1) n

(C6 – C3 – C6) n

Lignins

Tannins (hydrolysable)

Tannins (condensed)

Depends on N-containing heterocyclic ring

alkaloids

Sometimes as glycosides

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