Cephaeline

Not to be confused with cephalin.

Cephaeline is an alkaloid that is found in Cephaelis ipecacuanha and other plant species including Psychotria acuminata.^[1] Cephaeline induces vomiting by stimulating the stomach lining and is found in commercial products such as syrup of ipecac.^[2] Chemically, it is closely related to emetine.

Cephaeline

Names
IUPAC name 7′,10,11-Trimethoxyemetan-6′-ol
Systematic IUPAC name (1R)-1-{[(2S,3R,11bS)-3-Ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl]methyl}-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
Other names Cepheline; Desmethylemetine; Dihydropsychotrine
Identifiers
CAS Number	483-17-0 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL255708 Y
ChemSpider	390702 Y
ECHA InfoCard	100.006.902
KEGG	C09390 Y
PubChem CID	442195
UNII	QA971541A1 Y
CompTox Dashboard (EPA)	DTXSID501016520
InChI InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23+,24-/m0/s1 Y Key: DTGZHCFJNDAHEN-OZEXIGSWSA-N Y
SMILES CC[C@H]1CN2CCc3cc(c(cc3[C@@H]2C[C@@H]1C[C@@H]4c5cc(c(cc5CCN4)O)OC)OC)OC
Properties
Chemical formula	C28H38N2O4
Molar mass	466.622 g·mol−1
Appearance	White silky crystals
Solubility in ethanol	Soluble[vague]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Emetic / poisonous
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Poison treatment

Cephaeline in the form of syrup of ipecac was once commonly recommended as an emergency treatment for accidental poisoning, but its use has been phased out due to its ineffectiveness.^[3]