Article · Wikipedia archive · Last revised Jun 14, 2026

Hamayne

Hamayne is an alkaloid present in plants of the family Amaryllidaceae, including Iberian Narcissus species and two Nigerian Crinum species, reported to have acetylcholinesterase inhibitory activity. The product has been made via total synthesis as well.

Last revised
Jun 14, 2026
Read time
≈ 1 min
Length
167 w
Citations
2
Source
Wikipedia ↗
Hamayne
source ↗
Names
Systematic IUPAC name
(3α,11R,13β)-1,2-Didehydrocrinan-3,11-diol
Other names
Bulbispermine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C16H17NO4/c18-10-1-2-16-11-5-13-12(20-8-21-13)3-9(11)6-17(7-15(16)19)14(16)4-10/h1-3,5,10,14-15,18-19H,4,6-8H2/t10-,14-,15-,16+/m0/s1
    Key: KWAOMPWGIIXDPH-BLQKSXIESA-N
  • InChI=1/C16H17NO4/c18-10-1-2-16-11-5-13-12(20-8-21-13)3-9(11)6-17(7-15(16)19)14(16)4-10/h1-3,5,10,14-15,18-19H,4,6-8H2/t10-,14-,15-,16+/m0/s1
    Key: KWAOMPWGIIXDPH-BLQKSXIEBO
  • C1[C@H](C=C[C@@]23[C@H]1N(C[C@@H]2O)CC4=CC5=C(C=C34)OCO5)O
Properties
C16H17NO4
Molar mass 287.315 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hamayne is an alkaloid present in plants of the family Amaryllidaceae, including Iberian Narcissus species and two Nigerian Crinum species, reported to have acetylcholinesterase inhibitory activity.1 The product has been made via total synthesis as well.2

References

References

  1. López, Susana; Bastida, Jaume; Viladomat, Francesc; Codina, Carles (2002). "Acetylcholinesterase inhibitory activity of some Amaryllidaceae alkaloids and Narcissus extracts". Life Sciences. 71 (21): 2521–2529. doi:10.1016/S0024-3205(02)02034-9. PMID 12270757.
  2. Petit, Laurent; Banwell, Martin G.; Willis, Anthony C. (2011). "The Total Synthesis of the Crinine Alkaloid Hamayne via a Pd[0]-Catalyzed Intramolecular Alder-Ene Reaction". Organic Letters. 13 (21): 5800–5803. doi:10.1021/ol2023938. PMID 21970722.