Phellodendrine

Phellodendrine

IUPAC name (6s,12ar)-2,10-dihydroxy-3,9-dimethoxy-6-methyl-5,6,7,12,12a,13-hexahydroisoquinolino[2,3-b]isoquinolin-6-ium
Identifiers
CAS number	6873-13-8
PubChem	3081405
ChemSpider	2339019
Jmol-3D images	Image 1
SMILES O(c1cc3c(cc1O)C[C@H]4c2c(cc(OC)c(O)c2)CC[N@+]4(C3)C)C
InChI InChI=InChI=1/C20H23NO4/c1-21-5-4-12-8-19(24-2)18(23)10-15(12)16(21)6-13-7-17(22)20(25-3)9-14(13)11-21/h7-10,16H,4-6,11H2,1-3H3,(H-,22,23)/p+1/t16-,21-/m0/s1 Key: RBBVPNQTBKHOEQ-ZJYUTNJKBY
Properties
Molecular formula	C₂₀NH₂₄O₄
Molar mass	342.4083 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Phellodendrine is an alkaloid native to phellodendron amurense.^[1]^[2]

References

^ SHIMAMOTO K, JUJIHARA M, TORII H (March 1962). "[Pharmacological studies on phellodendrine, the quaternary ammonium alkaloid isolated from Phellodendron amurense, a type of Rutaceae.]" (in Japanese). Nippon Yakurigaku Zasshi. Folia Pharmacologica Japonica 58: 138–49. PMID 13911932.
^ Mori H, Fuchigami M, Inoue N, Nagai H, Koda A, Nishioka I, Meguro K (February 1995). "Principle of the bark of Phellodendron amurense to suppress the cellular immune response: effect of phellodendrine on cellular and humoral immune responses". Planta Medica 61 (1): 45–9. doi:10.1055/s-2006-957997. PMID 7700991.