Lycorine

Lycorine

Names
IUPAC name 1,2,4,5,12b,12c-Hexahydro-7H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
Other names Galanthidine, Amarylline, Narcissine, Licorine, Belamarine
Identifiers
CAS Number	476-28-8 N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:6601 Y
ChemSpider	65312 Y
ECHA InfoCard	100.006.822
PubChem CID	72378
InChI InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1 Y Key: XGVJWXAYKUHDOO-DANNLKNASA-N Y InChI=1/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1 Key: XGVJWXAYKUHDOO-DANNLKNABD
SMILES O1c2c(OC1)cc3c(c2)[C@H]4[C@@H]/5N(C3)CCC\5=C/[C@H](O)[C@H]4O
Properties
Chemical formula	C16H17NO4
Molar mass	287.32 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Lycorine is a toxic crystalline alkaloid found in various Amaryllidaceae species, such as the cultivated bush lily (Clivia miniata), surprise lilies (Lycoris), and daffodils (Narcissus). It may be highly poisonous, or even lethal, when ingested in certain quantities. Symptoms of lycorine toxicity are vomiting, diarrhea, and convulsions. Regardless, it is sometimes used medicinally, a reason why some groups may harvest the very popular Clivia miniata.

It inhibits protein synthesis, and may inhibit ascorbic acid biosynthesis, although studies on the latter are controversial and inconclusive. Presently, it serves some interest in the study of certain yeasts, the principal organism on which lycorine is tested.

Daffodil bulbs are sometimes confused with onions, leading to accidental poisoning.