19-(hydroxymethyl)-3,17,18-trimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2(10),3,8,14,16,18,20-octaen-13-ylium
AlkaPlorer ID: AK319359
Synonym: None
IUPAC Name: (3,17,18-trimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-19-yl)methanol
Structure
SMILES: COC1=CC2=CN3CCC4=CC5=C(OCO5)C(=[O+]C)C4=C3C=C2C(CO)=C1OC
InChI: InChI=1S/C22H22NO6/c1-25-17-7-13-9-23-5-4-12-6-18-21(29-11-28-18)22(27-3)19(12)16(23)8-14(13)15(10-24)20(17)26-2/h6-9,24H,4-5,10-11H2,1-3H3/q+1
InChIKey: YBDPGYNCDXZFOS-UHFFFAOYSA-N
Reference
On alkaloids of three Papaver species from the section Scapiflora REICHB.
PubChem CID: 101285910
LOTUS: LTS0228520
SuperNatural Ⅲ: SN0445569
NPASS: NPC240696
Source
Properties Information
Molecule Weight: 396.4190000000002
TPSA？: 71.69000000000001
MolLogP？: 0.5785
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | 6800.0 | nM | 10.1021/acs.jnatprod.1c00980 |
| Electrophorus electricus | Acetylcholinesterase | Ki | 3600.0 | nM | 10.1021/acs.jnatprod.1c00980 |
| Equus caballus | Cholinesterase | IC50 | 63100.0 | nM | 10.1021/acs.jnatprod.1c00980 |
| Equus caballus | Cholinesterase | Ki | 43700.0 | nM | 10.1021/acs.jnatprod.1c00980 |
| Homo sapiens | Acetylcholinesterase | IC50 | 20000.0 | nM | 10.1021/acs.jnatprod.1c00980 |
| Homo sapiens | Acetylcholinesterase | Ki | 13200.0 | nM | 10.1021/acs.jnatprod.1c00980 |