Molecule

meleagrine

AlkaPlorer ID: AK009290

Synonym: 'Meleagrine', '71751-77-4', 'meleagrin', 'Meleagrin'

IUPAC Name: (1S,9R,14E)-11-hydroxy-14-(1H-imidazol-5-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,8]hexadeca-3,5,7,10-tetraene-12,15-dione

Structure

SMILES: C=CC(C)(C)[C@@]12C=C(O)C(=O)N3/C(=C/C4=CN=CN4)C(O)=N[C@]31N(OC)C1=CC=CC=C12

InChI: InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t22-,23-/m0/s1

InChIKey: JTJJJLSLKZFEPJ-ZAYCRUKZSA-N

Reference

Studies on fungal products. VII. The structures of meleagrin and 9-O-p-bromobenzoylmeleagrin.

PubChem CID: 23728435

LOTUS: LTS0098595

NPASS: NPC22225

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Penicillium chrysogenum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 433.4680000000001

TPSA？: 114.28

MolLogP？: 3.1902000000000017

Number of H-Donors: 3

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	19900.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	BT-474	IC50	2700.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	IC50	2100.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	IC50	4200.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	Inhibition	56.3	%	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	Inhibition	88.0	%	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	Inhibition	nan	%	10.1016/j.bmc.2015.11.038
Homo sapiens	HL-60	IC50	7400.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	48.9	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	74.4	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	98.8	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	100.0	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF7	IC50	1900.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	30.7	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	57.5	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	65.0	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	nan	None	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	IC50	1800.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	IC50	6800.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Inhibition	2.5	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Inhibition	9.4	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Inhibition	nan	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	TGI	65.0	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-468	IC50	8900.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	SK-BR-3	IC50	2800.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	T47D	IC50	40000.0	nM	10.1016/j.bmc.2015.11.038
Rattus norvegicus	INS1	Activity	nan	None	10.1016/j.bmcl.2023.129186
None	ADMET	Activity	nan	None	10.1016/j.bmc.2015.11.038
None	Unchecked	IC50	3200.0	nM	10.1016/j.bmc.2015.11.038
None	Unchecked	Inhibition	nan	%	10.1016/j.bmc.2015.11.038
None	Unchecked	Ratio IC50	2.0	None	10.1016/j.bmc.2015.11.038