Molecule

Pipernonaline

AlkaPlorer ID: AK310577

Synonym: 1-[9-(1,3-Benzodioxol-5-yl)-1-oxo-2,8-nonadienyl]piperidine, 9-(3,4-Methylenedioxyphenyl)-2,8-nonadienoic acid piperidide

IUPAC Name: (2E,8E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnona-2,8-dien-1-one

Structure

SMILES: O=C(/C=C/CCCC/C=C/C1=CC=C2OCOC2=C1)N1CCCCC1

InChI: InChI=1S/C21H27NO3/c23-21(22-14-8-5-9-15-22)11-7-4-2-1-3-6-10-18-12-13-19-20(16-18)25-17-24-19/h6-7,10-13,16H,1-5,8-9,14-15,17H2/b10-6+,11-7+

InChIKey: PKLGRWSJBLGIBF-JMQWPVDRSA-N

Reference

Studies on the constituents of the crude drug "Piperis Longi Fructus." On the alkaloids of fruits of Piper longum L.

PubChem CID: 9974595

CAS: 88660-10-0

LOTUS: LTS0103693

SuperNatural Ⅲ: SN0287816-01

NPASS: NPC230698

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 341.4510000000002

TPSA？: 38.77

MolLogP？: 4.557600000000003

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Blumeria graminis	Blumeria graminis	Activity	0.0	%	10.1016/S0261-2194(00)00172-1
Botrytis cinerea	Botrytis cinerea	Activity	0.0	%	10.1016/S0261-2194(00)00172-1
Homo sapiens	Intercellular adhesion molecule-1	IC50	8.8	ug.mL-1	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	12.5	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	36.8	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	70.2	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	93.8	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	PANC-1	IC50	54900.0	nM	10.1016/j.bmc.2022.116963
Homo sapiens	PANC-1	PC50	7.2	uM	10.1016/j.bmc.2022.116963
Homo sapiens	THP-1	Activity	nan	None	10.1016/j.bmcl.2008.07.045
Mus musculus	3T3-L1	Activity	-61.2	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	1.0	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	5.4	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	10.5	%	10.1016/j.bmcl.2008.04.052
Mus musculus	Hepatocyte	IC50	30000.0	nM	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-17.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-6.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-4.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-2.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	17.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	17.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	31.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	31.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	48.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	48.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	L929	Inhibition	-10.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	-5.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	8.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	10.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Mus musculus	Activity	nan	None	10.1016/j.bmcl.2008.07.045
Phytophthora infestans	Phytophthora infestans	Activity	55.0	%	10.1016/S0261-2194(00)00172-1
Phytophthora infestans	Phytophthora infestans	Activity	80.0	%	10.1016/S0261-2194(00)00172-1
Phytophthora infestans	Phytophthora infestans	Activity	91.0	%	10.1016/S0261-2194(00)00172-1
Puccinia recondita	Puccinia recondita	Activity	80.0	%	10.1016/S0261-2194(00)00172-1
Puccinia recondita	Puccinia recondita	Activity	91.0	%	10.1016/S0261-2194(00)00172-1
Puccinia recondita	Puccinia recondita	Activity	100.0	%	10.1016/S0261-2194(00)00172-1
Pyricularia grisea	Pyricularia grisea	Activity	26.0	%	10.1016/S0261-2194(00)00172-1
Pyricularia grisea	Pyricularia grisea	Activity	51.0	%	10.1016/S0261-2194(00)00172-1
Pyricularia grisea	Pyricularia grisea	Activity	71.0	%	10.1016/S0261-2194(00)00172-1
Rhizoctonia solani	Rhizoctonia solani	Activity	0.0	%	10.1016/S0261-2194(00)00172-1
Rhizoctonia solani	Rhizoctonia solani	Activity	35.0	%	10.1016/S0261-2194(00)00172-1
None	ADMET	Inhibition	nan	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	-3.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	7.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	47.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	99.0	%	10.1016/j.bmc.2009.08.050
None	Unchecked	Ratio	7.6	None	10.1016/j.bmc.2022.116963