{{Chembox | ImageFile = Hamayne.svg | ImageClass = skin-invert-image | ImageSize = 200px | SystematicName = (3α,11''R'',13β)-1,2-Didehydrocrinan-3,11-diol | OtherNames = Bulbispermine |Section1={{Chembox Identifiers | CASNo = 61948-11-6 | CASNo_Ref = {{Cascite|changed|EPA}} | ChEBI = 31667 | ChEMBL = 3916492 | DTXSID = DTXSID90332125 | KEGG = C12164 | PubChem = 443670 | ChemSpiderID = 23327027 | SMILES = C1[C@H](C=C[C@@]23[C@H]1N(C[C@@H]2O)CC4=CC5=C(C=C34)OCO5)O | 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 | InChIKey = KWAOMPWGIIXDPH-BLQKSXIEBO | StdInChI = 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 | StdInChIKey = KWAOMPWGIIXDPH-BLQKSXIESA-N }} |Section2={{Chembox Properties | C=16 | H=17 | N=1 | O=4 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}
'''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.<ref>{{cite journal|last1=López|first1=Susana|last2=Bastida|first2=Jaume|last3=Viladomat|first3=Francesc|last4=Codina|first4=Carles|title=Acetylcholinesterase inhibitory activity of some Amaryllidaceae alkaloids and Narcissus extracts|journal=Life Sciences|date=2002|volume=71|issue=21|pages=2521–2529|doi=10.1016/S0024-3205(02)02034-9|pmid=12270757}}</ref> The product has been made via total synthesis as well.<ref>{{cite journal|last1=Petit|first1=Laurent|last2=Banwell|first2=Martin G.|last3=Willis|first3=Anthony C.|title=The Total Synthesis of the Crinine Alkaloid Hamayne via a Pd[0]-Catalyzed Intramolecular Alder-Ene Reaction|journal=Organic Letters|date=2011|volume=13|issue=21|pages=5800–5803|doi=10.1021/ol2023938|pmid=21970722}}</ref>
== References == {{reflist}}
Category:Quinoline alkaloids Category:Methylenedioxyphenethylamines Category:Secondary alcohols Category:Oxygen heterocycles Category:Nitrogen heterocycles Category:Heterocyclic compounds with 5 rings Category:Diols Category:Tetrahydroisoquinoline alkaloids
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