Molecule

Seneciphylline

AlkaPlorer ID: AK005533

Synonym: None

IUPAC Name: (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Structure

SMILES: C=C1C/C(=C/C)C(=O)O[C@@H]2CCN3CC=C(COC(=O)[C@]1(C)O)[C@H]23

InChI: InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1

InChIKey: FCEVNJIUIMLVML-QPSVUOIXSA-N

Reference

Die absolute Konfiguration des Pyrrolizidinalkaloids Seneciphyllin aus Adenostyles glabra

PubChem CID: 5281750

CAS: 480-81-9

LOTUS: LTS0165818

NPASS: NPC181510

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rhodomyrtus macrocarpa	Rhodomyrtus	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pycnanthemum muticum	Pycnanthemum	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mitrephora thorelii	Mitrephora	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Carlina corymbosa	Carlina	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 333.384

TPSA？: 76.07

MolLogP？: 1.1128999999999998

Number of H-Donors: 1

Number of H-Acceptors: 6

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	-14.61	%	10.6019/CHEMBL4296182
Candida albicans	Candida albicans	Inhibition	-1.29	%	10.6019/CHEMBL4296182
Cricetulus griseus	CHO	EC50	100.0	ug.mL-1	10.1016/jbse.2007.08.015
Cryptococcus neoformans	Cryptococcus neoformans	Inhibition	-12.96	%	10.6019/CHEMBL4296182
Escherichia coli	Escherichia coli	Inhibition	-0.27	%	10.6019/CHEMBL4296182
Homo sapiens	786-0	GI50	100000.0	nM	None
Homo sapiens	A498	GI50	100000.0	nM	None
Homo sapiens	A549	GI50	100000.0	nM	None
Homo sapiens	ACHN	GI50	100000.0	nM	None
Homo sapiens	BT-549	GI50	100000.0	nM	None
Homo sapiens	CAKI-1	GI50	100000.0	nM	None
Homo sapiens	CCRF-CEM	GI50	100000.0	nM	None
Homo sapiens	COLO 205	GI50	100000.0	nM	None
Homo sapiens	DU-145	GI50	100000.0	nM	None
Homo sapiens	EKVX	GI50	100000.0	nM	None
Homo sapiens	Guanine nucleotide-binding protein G(s), subunit alpha	Potency	25118.9	nM	None
Homo sapiens	HCC 2998	GI50	100000.0	nM	None
Homo sapiens	HCT-116	GI50	100000.0	nM	None
Homo sapiens	HCT-15	GI50	100000.0	nM	None
Homo sapiens	HL-60	GI50	100000.0	nM	None
Homo sapiens	HOP-62	GI50	100000.0	nM	None
Homo sapiens	HOP-92	GI50	100000.0	nM	None
Homo sapiens	Hs-578T	GI50	100000.0	nM	None
Homo sapiens	HT-29	GI50	100000.0	nM	None
Homo sapiens	IGROV-1	GI50	100000.0	nM	None
Homo sapiens	K562	GI50	100000.0	nM	None
Homo sapiens	KM12	GI50	100000.0	nM	None
Homo sapiens	LOX IMVI	GI50	100000.0	nM	None
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	25118.9	nM	None
Homo sapiens	M14	GI50	100000.0	nM	None
Homo sapiens	MCF7	GI50	100000.0	nM	None
Homo sapiens	MDA-MB-231	GI50	100000.0	nM	None
Homo sapiens	MDA-MB-435	GI50	100000.0	nM	None
Homo sapiens	MDA-N	GI50	100000.0	nM	None
Homo sapiens	NCI/ADR-RES	GI50	100000.0	nM	None
Homo sapiens	NCI-H226	GI50	35481.34	nM	None
Homo sapiens	NCI-H23	GI50	100000.0	nM	None
Homo sapiens	NCI-H322M	GI50	100000.0	nM	None
Homo sapiens	NCI-H460	GI50	84918.05	nM	None
Homo sapiens	NCI-H522	GI50	100000.0	nM	None
Homo sapiens	OVCAR-3	GI50	100000.0	nM	None
Homo sapiens	OVCAR-4	GI50	100000.0	nM	None
Homo sapiens	OVCAR-5	GI50	100000.0	nM	None
Homo sapiens	OVCAR-8	GI50	100000.0	nM	None
Homo sapiens	PC-3	GI50	100000.0	nM	None
Homo sapiens	RPMI-8226	GI50	100000.0	nM	None
Homo sapiens	SF-268	GI50	100000.0	nM	None
Homo sapiens	SF-295	GI50	100000.0	nM	None
Homo sapiens	SF-539	GI50	100000.0	nM	None
Homo sapiens	SK-MEL-2	GI50	100000.0	nM	None
Homo sapiens	SK-MEL-28	GI50	100000.0	nM	None
Homo sapiens	SK-MEL-5	GI50	100000.0	nM	None
Homo sapiens	SK-OV-3	GI50	100000.0	nM	None
Homo sapiens	SNB-19	GI50	100000.0	nM	None
Homo sapiens	SNB-75	GI50	100000.0	nM	None
Homo sapiens	SR	GI50	100000.0	nM	None
Homo sapiens	SW-620	GI50	100000.0	nM	None
Homo sapiens	T47D	GI50	100000.0	nM	None
Homo sapiens	TK-10	GI50	100000.0	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	20596.2	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	23109.3	nM	None
Homo sapiens	U-251	GI50	100000.0	nM	None
Homo sapiens	UACC-257	GI50	100000.0	nM	None
Homo sapiens	UACC-62	GI50	100000.0	nM	None
Homo sapiens	UO-31	GI50	100000.0	nM	None
Homo sapiens	Vitamin D receptor	Potency	112201.8	nM	None
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	IC50	200.0	ug.mL-1	10.1021/np50073a012
Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	22.67	%	10.6019/CHEMBL4296182
Lactuca sativa	Lactuca sativa	Inhibition	50.0	%	10.1016/jbse.2007.08.015
Leptinotarsa decemlineata	Leptinotarsa decemlineata	EC50	1.7	microg/cm2	10.1016/jbse.2007.08.015
Myzus persicae	Myzus persicae	Activity	50.0	%	10.1016/jbse.2007.08.015
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	15.22	%	10.6019/CHEMBL4296182
Rhopalosiphum padi	Rhopalosiphum padi	Activity	42.0	%	10.1016/jbse.2007.08.015
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Spodoptera littoralis	Spodoptera littoralis	Activity	82.0	%	10.1016/jbse.2007.08.015
Spodoptera littoralis	Spodoptera littoralis	Activity	87.0	%	10.1016/jbse.2007.08.015
Spodoptera littoralis	Spodoptera littoralis	EC50	50.0	microg/cm2	10.1016/jbse.2007.08.015
Staphylococcus aureus	Staphylococcus aureus	Inhibition	11.97	%	10.6019/CHEMBL4296182
None	ADMET	EC50	100.0	ug.mL-1	10.1016/jbse.2007.08.015