Ungiminorine
Names
IUPAC name
(1S,16R,17R,18S,19S)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10 .04,8 .015,19 ]nonadeca-2,4(8),9,14-tetraene-16,18-diol
Identifiers
ChEMBL
ChemSpider
InChI=1S/C17H19NO5/c1-21-17-15(19)9-2-3-18-6-8-4-11-12(23-7-22-11)5-10(8)13(14(9)18)16(17)20/h2,4-5,13-17,19-20H,3,6-7H2,1H3/t13-,14+,15+,16-,17-/m0/s1
Key: ZQLQBAUVRGDBJL-BIVLZKPYSA-N
InChI=1/C17H19NO5/c1-21-17-15(19)9-2-3-18-6-8-4-11-12(23-7-22-11)5-10(8)13(14(9)18)16(17)20/h2,4-5,13-17,19-20H,3,6-7H2,1H3/t13-,14+,15+,16-,17-/m0/s1
Key: ZQLQBAUVRGDBJL-BIVLZKPYBI
CO[C@@H]1[C@H]([C@@H]2[C@H]3C(=CCN3CC4=CC5=C(C=C24)OCO5)[C@H]1O)O
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Ungiminorine is an acetylcholinesterase inhibitor isolated from Narcissus .[ 1]
References
^ Ingkaninan, K.; Hazekamp, A.; de Best, C. M.; Irth, H.; Tjaden, U. R.; van der Heijden, R.; van der Greef, J.; Verpoorte, R. (June 2000). "The application of HPLC with on-line coupled UV/MS-biochemical detection for isolation of an acetylcholinesterase inhibitor from narcissus 'Sir Winston Churchill' ". Journal of Natural Products . 63 (6): 803– 806. doi :10.1021/np9905719 . ISSN 0163-3864 . PMID 10869205 .
Enzyme (modulators)
ChAT Tooltip Choline acetyltransferase
Inhibitors: 1-(-Benzoylethyl)pyridinium
2-(α-Naphthoyl)ethyltrimethylammonium
3-Chloro-4-stillbazole
4-(1-Naphthylvinyl)pyridine
Acetylseco hemicholinium-3
Acryloylcholine
AF64A
B115
BETA
CM-54,903
N,N-Dimethylaminoethylacrylate
N,N-Dimethylaminoethylchloroacetate
AChE Tooltip Acetylcholinesterase BChE Tooltip Butyrylcholinesterase
Transporter (modulators )
CHT Tooltip Choline transporter VAChT Tooltip Vesicular acetylcholine transporter
Release (modulators )
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators