:Annonamine
{{Chembox
| ImageFile = Annonamine.png
| ImageSize =
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| PIN = (6aR)-2-Hydroxy-1-methoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium
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|Section1={{Chembox Identifiers
| CASNo = 1404308-11-7
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = A6SLN2BW4T
| PubChem = 56929881
| ChemSpiderID = 28289744
| SMILES = C[N+]1(C)CCC2=CC(O)=C(OC)C3=C2[C@H]1CC4=C3C=CC=C4
| InChI = 1S/C19H21NO2/c1-20(2)9-8-13-11-16(21)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/p+1/t15-/m1/s1
| InChIKey = WWSQXPANNACSIL-XRLFSOBABS
| StdInChI = 1S/C19H21NO2/c1-20(2)9-8-13-11-16(21)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/p+1/t15-/m1/s1
| StdInChIKey = WWSQXPANNACSIL-OAHLLOKOSA-O}}
|Section2={{Chembox Properties
| Formula = | C=19|H=22|N=1|O=2
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|Section3={{Chembox Hazards
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Annonamine is a benzylisoquinoline alkaloid isolated from Annona muricata{{cite journal|pmid=22293487|year=2012|last1=Matsushige|first1=A|last2=Kotake|first2=Y|last3=Matsunami|first3=K|last4=Otsuka|first4=H|last5=Ohta|first5=S|last6=Takeda|first6=Y|title=Annonamine, a new aporphine alkaloid from the leaves of Annona muricata|volume=60|issue=2|pages=257–9|journal=Chemical & Pharmaceutical Bulletin|doi=10.1248/cpb.60.257|doi-access=free}} (commonly known as soursop, graviola, guanabana, paw-paw and sirsak), a plant commonly used in folk medicine by indigenous communities in Africa and South America.{{cite journal|last1=Moghadamtousi|first1=Soheil|last2=Fadaeinasab|first2=Mehran|last3=Nikzad|first3=Sonia|last4=Mohan|first4=Gokula|last5=Ali|first5=Hapipah|last6=Kadir|first6=Habsah|title=Annona muricata (Annonaceae): A Review of Its Traditional Uses, Isolated Acetogenins and Biological Activities|journal=International Journal of Molecular Sciences|date=10 July 2015|volume=16|issue=7|pages=15625–15658|doi=10.3390/ijms160715625|pmid=26184167 |pmc=4519917 |doi-access=free }}
Structurally, it contains an aporphine core featuring a quaternary ammonium group.
See also
- Asimilobine - amine not quaternized
- Anonaine
- Pukateine