bicuculline
AlkaPlorer ID: AK000847
Synonym: 'Bicucullin; Bicuculline', '(+)-Bicuculline', 'Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-,(R,R)-', 'Capnoidine', '(-)-Adlumidine', '(+)-Adlumidine', 'l-Capnoidine', 'BIC\nBicculine\nBICUCULLINE\nd-Bicuculline\n(+)-Bicuculline\nWLN: T C566 DO FO KN EH&&TJ K1 J- ET B565 CVO JO LO EH KHJ\nFuro3,4-e-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo4,5-gisoquinolin-5-yl)-, R-(R*,S*)-\nBicuculline', 'l-Adlumidine', 'Bicucullin', 'Bucuculline', 'capnoidine', 'Adlumidine', '(-)-Capnoidine', 'Bicculine', 'd-Bicuculline', 'Bicuculline'
IUPAC Name: (6S)-6-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one
Structure
SMILES: CN1CCC2=CC3=C(C=C2[C@@H]1[C@H]1OC(=O)C2=C4OCOC4=CC=C21)OCO3
InChI: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m1/s1
InChIKey: IYGYMKDQCDOMRE-MSOLQXFVSA-N
Reference
Alkaloids ofFumaria parviflora
PubChem CID: 185838
LOTUS: LTS0220618
SuperNatural Ⅲ: SN0158569-01
NPASS: NPC72788
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Corydalis decumbens | Corydalis | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 367.3570000000001
TPSA？: 66.46000000000001
MolLogP？: 2.5847000000000007
Number of H-Donors: 0
Number of H-Acceptors: 7
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Cytochrome P450 2C19 | Potency | 15.8 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 100.0 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 3981.1 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 39810.7 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 15848.9 | nM | None |
| Homo sapiens | Thyroid stimulating hormone receptor | Potency | 31622.8 | nM | None |
| None | Unchecked | Inhibition | 34.8 | % | 10.1016/j.ejmech.2021.113165 |