# Hamayne

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Hamayne
> Markdown URL: https://mediated.wiki/source/Hamayne.md
> Source: https://en.wikipedia.org/wiki/Hamayne
> Source revision: 1329466832
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{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](/source/alkaloid) present in plants of the family [Amaryllidaceae](/source/Amaryllidaceae), including Iberian [''Narcissus''](/source/Narcissus_(plant)) species and two Nigerian ''[Crinum](/source/Crinum)'' species, reported to have [acetylcholinesterase](/source/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](/source/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

{{alkaloid-stub}}

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Adapted from the Wikipedia article [Hamayne](https://en.wikipedia.org/wiki/Hamayne) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Hamayne?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.