Molecule

Coptisine

AlkaPlorer ID: AK075524

Synonym: None

IUPAC Name: 5,7,17,19-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaene

SMILES: C1=C2OCOC2=CC2=C1CC[N+]1=CC3=C4OCOC4=CC=C3C=C21

InChI: InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1

InChIKey: XYHOBCMEDLZUMP-UHFFFAOYSA-N

PubChem CID: 72322

CAS: 3486-66-6

LOTUS: LTS0142299

SuperNatural Ⅲ: SN0443336

COCONUT: CNP0334086

data_source: manually

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Chelidonium majus	Chelidonium	Papaveraceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Molecule Weight: 320.324

TPSA？: 40.8

MolLogP？: 2.807800000000001

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 6

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Calf thymus DNA	Activity	nan	None	10.1021/acs.jnatprod.7b00350
Homo sapiens	HaCaT	Activity	nan	None	10.1016/j.bmc.2019.115093
Homo sapiens	HaCaT	Inhibition	nan	%	10.1016/j.bmc.2019.115093
Homo sapiens	Panel NCI-60 (60 carcinoma cell lines)	GI50	260.0	nM	10.1021/jm049838d
Homo sapiens	quadruplex DNA	Activity	nan	None	10.1021/acs.jnatprod.7b00350
Homo sapiens	quadruplex DNA	EC50	5930.0	nM	10.1021/acs.jnatprod.7b00350
Homo sapiens	quadruplex DNA	EC50	12010.0	nM	10.1021/acs.jnatprod.7b00350
Influenza A virus (strain A/USSR/90/1977 H1N1)	Neuraminidase	IC50	25300.0	nM	10.1016/j.bmc.2014.09.004
Influenza A virus (strain A/USSR/90/1977 H1N1)	Neuraminidase	IC50	26400.0	nM	10.1016/j.bmc.2014.09.004
None	Unchecked	IC50	1830.0	nM	10.1016/j.ejmech.2020.112955
None	Unchecked	IC50	25100.0	nM	10.1016/j.bmc.2014.09.004
None	Unchecked	Ratio EC50	2.0	None	10.1021/acs.jnatprod.7b00350

AKRT ID	Reaction	Reaction Link ID
AKRT024963	c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2>>c1c2c(cc3c1OCO3)-c1cc3ccc4c(c3c[n+]1CC2)OCO4	RXN-20166