Molecule

Pipernonaline; 2,3-Dihydro

AlkaPlorer ID: AK310579

Synonym: Piperolein B, 9-(3,4-Methylenedioxyphenyl)-8-nonenoic acid piperidide

IUPAC Name: (E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one

Structure

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

InChI: InChI=1S/C21H29NO3/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/h6,10,12-13,16H,1-5,7-9,11,14-15,17H2/b10-6+

InChIKey: FAXXHNWVMKTOFF-UXBLZVDNSA-N

Reference

Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides

PubChem CID: 21580213

CAS: 30505-89-6

LOTUS: LTS0167303

SuperNatural Ⅲ: SN0080793-01

NPASS: NPC225745

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 343.4670000000002

TPSA？: 38.77

MolLogP？: 4.7816000000000045

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Intercellular adhesion molecule-1	IC50	13.4	ug.mL-1	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	16.2	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	28.5	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	46.5	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	67.6	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	THP-1	Activity	nan	None	10.1016/j.bmcl.2008.07.045
Mus musculus	3T3-L1	Activity	-2.8	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	9.4	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	20.9	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	30.3	%	10.1016/j.bmcl.2008.04.052
Mus musculus	Hepatocyte	IC50	17000.0	nM	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	20.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	20.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	21.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	29.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	29.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	33.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	33.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	64.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	64.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	73.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	92.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	IC50	64000.0	nM	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	7.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	18.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	25.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	L929	Inhibition	66.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Mus musculus	Activity	nan	None	10.1016/j.bmcl.2008.07.045