Molecule

1,2-Diacetyllycorine

AlkaPlorer ID: AK003417

Synonym: 'Diacetyllycorine', '1,2-Di-O-acetyllycorine'

IUPAC Name: [(1S,17S,18S,19S)-18-acetyloxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-17-yl] acetate

Structure

SMILES: CC(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3CN3CCC(=C[C@@H]1OC(C)=O)[C@H]23)OCO4

InChI: InChI=1S/C20H21NO6/c1-10(22)26-17-5-12-3-4-21-8-13-6-15-16(25-9-24-15)7-14(13)18(19(12)21)20(17)27-11(2)23/h5-7,17-20H,3-4,8-9H2,1-2H3/t17-,18-,19+,20+/m0/s1

InChIKey: LMZHAKUXAHOCST-VNTMZGSJSA-N

Reference

Cytotoxic and Antimalarial Alkaloids from<i>Brunsvigia littoralis</i>

PubChem CID: 10429288

LOTUS: LTS0200924

NPASS: NPC474324

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Lycoris traubii	Lycoris	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 371.3890000000001

TPSA？: 74.3

MolLogP？: 1.8902

Number of H-Donors: 0

Number of H-Acceptors: 7

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Edwardsiella ictaluri	Edwardsiella ictaluri	MIC	37.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Flavobacterium columnare	Flavobacterium columnare	MIC	4.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Flavobacterium columnare	Flavobacterium columnare	MIC	37.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Homo sapiens	A549	IC50	10000.0	nM	10.1021/jm901031h
Homo sapiens	Acetylcholinesterase	Ki	nan	None	10.1016/j.bmcl.2010.06.130
Homo sapiens	Cytochrome P450 3A4	Ki	10000.0	nM	10.1016/j.bmcl.2009.04.086
Homo sapiens	Cytochrome P450 3A4	Ki	11000.0	nM	10.1016/j.bmcl.2009.04.086
Homo sapiens	MRC5	IC50	18.11	ug.mL-1	10.1016/j.bmc.2008.10.061
Homo sapiens	SK-MEL-28	IC50	10000.0	nM	10.1021/jm901031h
Mus musculus	B16-F10	IC50	10000.0	nM	10.1021/jm901031h
Plasmodium falciparum	Plasmodium falciparum	IC50	1.0	ug.mL-1	10.1016/j.bmc.2008.10.061
Plasmodium falciparum	Plasmodium falciparum	IC50	1.0	ug.mL-1	10.1016/j.bmc.2009.02.050
Plasmodium falciparum	Plasmodium falciparum	IC50	7.6	ug.mL-1	10.1016/j.bmc.2008.10.061
Plasmodium falciparum	Plasmodium falciparum	IC50	260.0	nM	10.1016/j.bmc.2010.05.023
Plasmodium falciparum	Plasmodium falciparum	IC50	nan	None	10.1016/j.bmc.2008.10.061
Staphylococcus aureus	Staphylococcus aureus	MIC	37.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Trichomonas vaginalis	Trichomonas vaginalis	Activity	19.0	%	10.1016/j.bmcl.2019.126642
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	12.5	ug.mL-1	10.1016/j.bmc.2008.10.061
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	1.0	ug.mL-1	10.1016/j.bmc.2008.10.061
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	1.0	ug.mL-1	10.1016/j.bmcl.2019.126642
Trypanosoma cruzi	Trypanosoma cruzi	IC50	1.0	ug.mL-1	10.1016/j.bmcl.2019.126642
None	NON-PROTEIN TARGET	IC50	10000.0	nM	10.1021/jm901031h
None	Unchecked	Ratio IC50	1.4	None	10.1016/j.bmc.2008.10.061
None	Unchecked	Ratio IC50	2.4	None	10.1016/j.bmc.2008.10.061